ITMI20070084A1 - LIPID BASED VAGINAL ANTISEPTIC DEVICES - Google Patents
LIPID BASED VAGINAL ANTISEPTIC DEVICES Download PDFInfo
- Publication number
- ITMI20070084A1 ITMI20070084A1 ITMI20070084A ITMI20070084A1 IT MI20070084 A1 ITMI20070084 A1 IT MI20070084A1 IT MI20070084 A ITMI20070084 A IT MI20070084A IT MI20070084 A1 ITMI20070084 A1 IT MI20070084A1
- Authority
- IT
- Italy
- Prior art keywords
- mcfa
- acid
- monoglyceride
- vaginal
- unsaturated
- Prior art date
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- 230000002421 anti-septic effect Effects 0.000 title description 2
- 150000002632 lipids Chemical class 0.000 title description 2
- 150000004667 medium chain fatty acids Chemical class 0.000 claims description 23
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 21
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 14
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims description 14
- 231100000344 non-irritating Toxicity 0.000 claims description 14
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical group CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 claims description 14
- 229920006395 saturated elastomer Polymers 0.000 claims description 14
- 208000015181 infectious disease Diseases 0.000 claims description 13
- 239000005639 Lauric acid Substances 0.000 claims description 11
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 claims description 11
- 235000007586 terpenes Nutrition 0.000 claims description 11
- 210000004681 ovum Anatomy 0.000 claims description 10
- 238000011282 treatment Methods 0.000 claims description 10
- 230000003115 biocidal effect Effects 0.000 claims description 9
- 230000002458 infectious effect Effects 0.000 claims description 9
- 239000004615 ingredient Substances 0.000 claims description 9
- 150000003505 terpenes Chemical class 0.000 claims description 9
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims description 8
- -1 unsaturated aliphatic terpene Chemical class 0.000 claims description 8
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 claims description 7
- 239000007903 gelatin capsule Substances 0.000 claims description 7
- 238000002844 melting Methods 0.000 claims description 7
- 230000008018 melting Effects 0.000 claims description 7
- 102000002322 Egg Proteins Human genes 0.000 claims description 6
- 108010000912 Egg Proteins Proteins 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- 239000000341 volatile oil Substances 0.000 claims description 6
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 claims description 5
- 239000000796 flavoring agent Substances 0.000 claims description 5
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- 238000000034 method Methods 0.000 claims description 5
- WEEGYLXZBRQIMU-UHFFFAOYSA-N 1,8-cineole Natural products C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 claims description 3
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 claims description 3
- 230000001476 alcoholic effect Effects 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000004599 antimicrobial Substances 0.000 claims description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- HHTWOMMSBMNRKP-UHFFFAOYSA-N carvacrol Natural products CC(=C)C1=CC=C(C)C(O)=C1 HHTWOMMSBMNRKP-UHFFFAOYSA-N 0.000 claims description 3
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- 229960005233 cineole Drugs 0.000 claims description 3
- WYXXLXHHWYNKJF-UHFFFAOYSA-N isocarvacrol Natural products CC(C)C1=CC=C(O)C(C)=C1 WYXXLXHHWYNKJF-UHFFFAOYSA-N 0.000 claims description 3
- 239000010677 tea tree oil Substances 0.000 claims description 3
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- 235000013628 Lantana involucrata Nutrition 0.000 claims description 2
- 235000005135 Micromeria juliana Nutrition 0.000 claims description 2
- 235000006677 Monarda citriodora ssp. austromontana Nutrition 0.000 claims description 2
- 240000007673 Origanum vulgare Species 0.000 claims description 2
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- 230000000845 anti-microbial effect Effects 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
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- 235000011203 Origanum Nutrition 0.000 claims 1
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- 239000000171 lavandula angustifolia l. flower oil Substances 0.000 claims 1
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- 239000000203 mixture Substances 0.000 description 13
- 239000000126 substance Substances 0.000 description 10
- 235000013601 eggs Nutrition 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 7
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- 239000003795 chemical substances by application Substances 0.000 description 5
- NKBWMBRPILTCRD-UHFFFAOYSA-N 2-Methylheptanoic acid Chemical compound CCCCCC(C)C(O)=O NKBWMBRPILTCRD-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 230000002110 toxicologic effect Effects 0.000 description 4
- 231100000027 toxicology Toxicity 0.000 description 4
- NFLGAXVYCFJBMK-BDAKNGLRSA-N (-)-menthone Chemical compound CC(C)[C@@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-BDAKNGLRSA-N 0.000 description 3
- 241000222122 Candida albicans Species 0.000 description 3
- 206010007134 Candida infections Diseases 0.000 description 3
- KRCZYMFUWVJCLI-UHFFFAOYSA-N Dihydrocarveol Chemical compound CC1CCC(C(C)=C)CC1O KRCZYMFUWVJCLI-UHFFFAOYSA-N 0.000 description 3
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- 230000000843 anti-fungal effect Effects 0.000 description 3
- 201000003984 candidiasis Diseases 0.000 description 3
- KHAVLLBUVKBTBG-UHFFFAOYSA-N dec-9-enoic acid Chemical compound OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 3
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- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 3
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- 229960000282 metronidazole Drugs 0.000 description 3
- VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 description 3
- 238000010587 phase diagram Methods 0.000 description 3
- 238000002560 therapeutic procedure Methods 0.000 description 3
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- LDWAIHWGMRVEFR-UHFFFAOYSA-N ((1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-yl)methanol Natural products C1C2C(C)(C)C1CCC2CO LDWAIHWGMRVEFR-UHFFFAOYSA-N 0.000 description 2
- FQTLCLSUCSAZDY-UHFFFAOYSA-N (+) E(S) nerolidol Natural products CC(C)=CCCC(C)=CCCC(C)(O)C=C FQTLCLSUCSAZDY-UHFFFAOYSA-N 0.000 description 2
- ULDHMXUKGWMISQ-VIFPVBQESA-N (+)-carvone Chemical compound CC(=C)[C@H]1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-VIFPVBQESA-N 0.000 description 2
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 2
- 239000001371 (5E)-3,5-dimethylocta-1,5,7-trien-3-ol Substances 0.000 description 2
- RXBQNMWIQKOSCS-UHFFFAOYSA-N (7,7-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)methanol Chemical compound C1C2C(C)(C)C1CC=C2CO RXBQNMWIQKOSCS-UHFFFAOYSA-N 0.000 description 2
- 239000001077 (E)-undec-2-en-1-ol Substances 0.000 description 2
- XJWZDXFFNOMMTD-UHFFFAOYSA-N 1-methyl-4-propan-2-ylcyclohex-3-en-1-ol Chemical compound CC(C)C1=CCC(C)(O)CC1 XJWZDXFFNOMMTD-UHFFFAOYSA-N 0.000 description 2
- QQOMQLYQAXGHSU-UHFFFAOYSA-N 2,3,6-Trimethylphenol Chemical compound CC1=CC=C(C)C(O)=C1C QQOMQLYQAXGHSU-UHFFFAOYSA-N 0.000 description 2
- QWBBPBRQALCEIZ-UHFFFAOYSA-N 2,3-dimethylphenol Chemical compound CC1=CC=CC(O)=C1C QWBBPBRQALCEIZ-UHFFFAOYSA-N 0.000 description 2
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- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- WXBXVVIUZANZAU-CMDGGOBGSA-N trans-2-decenoic acid Chemical compound CCCCCCC\C=C\C(O)=O WXBXVVIUZANZAU-CMDGGOBGSA-N 0.000 description 1
- LVBXEMGDVWVTGY-UHFFFAOYSA-N trans-2-octenal Natural products CCCCCC=CC=O LVBXEMGDVWVTGY-UHFFFAOYSA-N 0.000 description 1
- XMLSXPIVAXONDL-SNAWJCMRSA-N trans-Jasmone Chemical compound CC\C=C\CC1=C(C)CCC1=O XMLSXPIVAXONDL-SNAWJCMRSA-N 0.000 description 1
- LCYXQUJDODZYIJ-UHFFFAOYSA-N trans-Pirocalveol Natural products C1C2C(C)(C)C1CC(O)C2=C LCYXQUJDODZYIJ-UHFFFAOYSA-N 0.000 description 1
- BWHOZHOGCMHOBV-BQYQJAHWSA-N trans-benzylideneacetone Chemical compound CC(=O)\C=C\C1=CC=CC=C1 BWHOZHOGCMHOBV-BQYQJAHWSA-N 0.000 description 1
- CPVUNKGURQKKKX-BQYQJAHWSA-N trans-dec-3-enoic acid Chemical compound CCCCCC\C=C\CC(O)=O CPVUNKGURQKKKX-BQYQJAHWSA-N 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- ZLWGOLLBNDIBMM-UHFFFAOYSA-N trans-nerolidol Natural products CC(C)C(=C)C(O)CCC=C(/C)CCC=C(C)C ZLWGOLLBNDIBMM-UHFFFAOYSA-N 0.000 description 1
- HPOHAUWWDDPHRS-UHFFFAOYSA-N trans-piperitol Natural products CC(C)C1CCC(C)=CC1O HPOHAUWWDDPHRS-UHFFFAOYSA-N 0.000 description 1
- KXSDPILWMGFJMM-UHFFFAOYSA-N trans-sabinene hydrate Natural products CC1(O)CCC2(C(C)C)C1C2 KXSDPILWMGFJMM-UHFFFAOYSA-N 0.000 description 1
- AOEDDOCNTZLDDD-UHFFFAOYSA-N undec-10-enoic acid Chemical compound OC(=O)CCCCCCCCC=C.OC(=O)CCCCCCCCC=C AOEDDOCNTZLDDD-UHFFFAOYSA-N 0.000 description 1
- JYWXEBALSPBIIA-UHFFFAOYSA-N undeca-1,5-dien-3-ol Chemical compound CCCCCC=CCC(O)C=C JYWXEBALSPBIIA-UHFFFAOYSA-N 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 206010046901 vaginal discharge Diseases 0.000 description 1
- DCSCXTJOXBUFGB-UHFFFAOYSA-N verbenone Natural products CC1=CC(=O)C2C(C)(C)C1C2 DCSCXTJOXBUFGB-UHFFFAOYSA-N 0.000 description 1
- BURBOJZOZGMMQF-UHFFFAOYSA-N xanthoxylol Natural products C1=C(O)C(OC)=CC=C1C1C(COC2C=3C=C4OCOC4=CC=3)C2CO1 BURBOJZOZGMMQF-UHFFFAOYSA-N 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- PDEQKAVEYSOLJX-YHYXMXQVSA-N α-santal-10-en-12-ol Chemical compound C1C2C3(C)C2CC1C3(C)CC/C=C(CO)/C PDEQKAVEYSOLJX-YHYXMXQVSA-N 0.000 description 1
- 229930007850 β-damascenone Natural products 0.000 description 1
- SFEOKXHPFMOVRM-BQYQJAHWSA-N γ-ionone Chemical compound CC(=O)\C=C\C1C(=C)CCCC1(C)C SFEOKXHPFMOVRM-BQYQJAHWSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/02—Suppositories; Bougies; Bases therefor; Ovules
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0034—Urogenital system, e.g. vagina, uterus, cervix, penis, scrotum, urethra, bladder; Personal lubricants
Description
DESCRIZIONE DESCRIPTION
DISPOSITIVI ANTISETTICI VAGINALI A BASE LIPIDICA LIPID-BASED VAGINAL ANTISEPTIC DEVICES
CAMPO DELL’INVENZIONE FIELD OF THE INVENTION
Composizioni e metodi di trattamento delle vaginosi infettive, in particolare delle candidosi, mediante dispostivi (es ovuli) vaginali a basso impatto psicologico e tossicologico. Compositions and methods of treatment of infectious vaginosis, in particular candidiasis, by means of vaginal devices (eg ovules) with a low psychological and toxicological impact.
TECNICA ANTERIORE FRONT TECHNIQUE
Le infezioni vaginali, dette anche vaginiti o vaginosi, sono infezioni della vagina causate da uno o più agenti infettivi, identificabili in microrganismi patogeni di diverso genere. Vaginal infections, also called vaginitis or vaginosis, are infections of the vagina caused by one or more infectious agents, identifiable in pathogenic microorganisms of different kinds.
Nel caso dì perdite vaginali grigiastre e con cattivo odore la causa frequente sono batteri del tipo Gardnerella vaginalis o anaerobi come Bacteroides e Peptococcits , Mobiluncus spp. e Bacteroides spp. La terapia prevede in genere l’uso di metronidazolo o clindamicìna. In the case of greyish and bad-smelling vaginal discharge, the frequent cause are bacteria of the Gardnerella vaginalis type or anaerobes such as Bacteroides and Peptococcits, Mobiluncus spp. and Bacteroides spp. Therapy generally involves the use of metronidazole or clindamycin.
Per perdite biancastre e dense con prurito intenso, generalmente si tratta dì un'infezione da Candida, più frequentemente Candida albicans , sebbene stiano intensificandosi le infezioni da C. tropicalis e C. glabrata che, purtroppo, presentano maggiore resistenza alla terapia antimicotica. La terapia farmacologica si avvale di derivati azotici e ciclopirox olamina per via topica, oppure di lcetoconazolo, fluconazolo o itraconazolo per via sistemica. For whitish and dense discharge with intense itching, it is generally a Candida infection, more frequently Candida albicans, although infections with C. tropicalis and C. glabrata are intensifying and, unfortunately, are more resistant to antifungal therapy. Pharmacological therapy uses azotic derivatives and ciclopirox olamine topically, or lcetoconazole, fluconazole or itraconazole systemically.
Nel caso di perdite giallastre con prurito e spesso con bruciore intenso si può sospettare la presenza di un'infezione da Trichomonas vaginalis, un protozoo di solito trasmesso per via sessuale. La terapia, più comune è con metronidazolo, preferibilmente estesa anche al partner. Numerose dorme rifiutano, e pertanto non si sottopongono a trattamenti anti-infettivi a causa della resistenza psicologica e culturale all’uso di farmaci. In the case of yellowish discharge with itching and often with intense burning, the presence of an infection with Trichomonas vaginalis, a usually sexually transmitted protozoan, may be suspected. The most common therapy is with metronidazole, preferably also extended to the partner. Many sleepers refuse, and therefore do not undergo anti-infective treatments due to psychological and cultural resistance to the use of drugs.
E’ tuttavia noto che un’infezione vaginale non trattata è dannosa e persino pericolosa in quanto ad esempio può rendere la vagina suscettibile all’infezione HIV e pone a rischio il feto in dorme in gravidanza. Per questo motivo è interessante introdurre sistemi terapeutici con basso impatto tossicologico e tossicologico, pur mantenendo un elevata efficienza antibiotica. Ad esempio è noto che gli lipidi a catena medio-corta e ì loro gliceridi posseggono azione biocida (Kabara et all.'. U.S. 4,002,775). However, it is known that an untreated vaginal infection is harmful and even dangerous as, for example, it can make the vagina susceptible to HIV infection and puts the sleeping fetus in pregnancy at risk. For this reason it is interesting to introduce therapeutic systems with low toxicological and toxicological impact, while maintaining a high antibiotic efficiency. For example, it is known that medium-short chain lipids and their glycerides possess biocidal action (Kabara et al. U.S. 4,002,775).
La capacità biocide della monolaurina in virus (es. Hemophihis influenza) è stata descritta da Isaacs et all. Antimicrob Agents Chemother. 1987 Jan;31(l):27-3 1. La monolaurina è inoltre attiva in numerosi patogeni tra cui Siaphylococcus epidermis e S. aureus, Streptococci-grampositivi Streptococcus agalactiae , Listerìa monocytogenes, e vari gram-negativi quali Vibrìo pcirahaemoìyticus e Helicobacter pylori , o su protozoi e miceti quali la Candida albicam. L’attività biocida dell’acido caprico e monoglicerìde è stata studiata da Bergsson e coll, in Appi Environ Microbiol. 2006; 72(l):522-6 ( Campylobacter jejuni, Salmonella spp., and Escherichia coli)·, Int J Antimicrob Agents. 2002; 20(4): 258-62. {Helicobacter pilori ), APMIS. 2001; 109(10): 670-8 (gram+ Cocci),' Antimicrob Agents Chemother. 1999; 43(1 1):2790-2. (Neisseiia gonorrhoeae), Antimicrob Agents Chemother. 1998; 42(9):2290-4 (Chlamydia trachomatis). The biocidal capacity of monolaurin in viruses (eg Hemophihis influenza) has been described by Isaacs et all. Antimicrob Agents Chemother. 1987 Jan; 31 (l): 27-3 1. Monolaurin is also active in numerous pathogens including Siaphylococcus epidermis and S. aureus, Streptococci-gram-positive Streptococcus agalactiae, Listerìa monocytogenes, and various gram-negative ones such as Vibrìo pcirahaemoìyticus and Helicobacter pylori , or on protozoa and fungi such as Candida albicam. The biocidal activity of capric acid and monoglyceride was studied by Bergsson and coll, in Appi Environ Microbiol. 2006; 72 (l): 522-6 (Campylobacter jejuni, Salmonella spp., And Escherichia coli) ·, Int J Antimicrob Agents. 2002; 20 (4): 258-62. {Helicobacter pylori), APMIS. 2001; 109 (10): 670-8 (gram + Cocci), 'Antimicrob Agents Chemother. 1999; 43 (1 1): 2790-2. (Neisseiia gonorrhoeae), Antimicrob Agents Chemother. 1998; 42 (9): 2290-4 (Chlamydia trachomatis).
Composizioni topiche contenenti monocaprina comprendono una crema virucìda (Pharmazie. Topical compositions containing monocaprin comprise a virucid cream (Pharmazie.
2005; 60(12): 897-9); un dissinfettante dentale (Acta Odontol Scand. 2006; 64(l):21-6), un idrogel antimicrobico (DrugDevInd Pharm. 2003; 29(2):121-9). 2005; 60 (12): 897-9); a dental disinfectant (Acta Odontol Scand. 2006; 64 (l): 21-6), an antimicrobial hydrogel (DrugDevInd Pharm. 2003; 29 (2): 121-9).
Un idrogai a base di monocaprina è stato sviluppato da Neyts J et all. (J Med Virol. 2000; 61(1): 107-10) per la prevenzione dell’infezione vaginale da HTV. A monocaprin-based hydrogai was developed by Neyts J et all. (J Med Virol. 2000; 61 (1): 107-10) for the prevention of vaginal HTV infection.
E’ invece sorprendente notare che queste ed altre ricerche (Antimicrob Agents Chemother. Instead, it is surprising to note that these and other researches (Antimicrob Agents Chemother.
2001, 45(11), 3209-12) nella quale si evidenzia una discreta attività degli acidi caprico e laurico nei confronti della C. albiccms, non abbiano dato seguito operativo. 2001, 45 (11), 3209-12) in which a fair activity of capric and lauric acids is highlighted against C. albiccms, have not given any operational follow-up.
Si ritiene l’utilizzo di formulazioni composite, generalmente in forma di emulsione, risultino essere sub-inibitorie rispetto all’azione biocida nelle condizioni di utilizzo in vivo. The use of composite formulations, generally in the form of emulsion, is believed to be sub-inhibitory with respect to the biocidal action in the conditions of use in vivo.
Rimane di vasto interesse introdurre in ginecologia dei sistemi antibiotici a basso impatto tossicologico e psicologico pur caratterizzati da elevata efficienza, richiesta tuttora inesaudita. It remains of great interest to introduce antibiotic systems with a low toxicological and psychological impact in gynecology, albeit characterized by high efficiency, a request still unfulfilled.
SOMMARIO SUMMARY
Si contempla un dispositivo vaginale utile nel trattamento delle vaginosi infettive, essenzialmente formato da MCFA o loro monogliceridi, in grado rilasciare in loco una quantità da 6 a 24 mmoli di detti MCFA o loro monogliceridi. Particolarmente preferito è un tale dispositivo in forma di ovulo vaginale con punto di fusione compreso tra 31 ,5 e 37,5°C. A vaginal device useful in the treatment of infectious vaginosis is contemplated, essentially formed by MCFA or their monoglycerides, capable of releasing on site a quantity from 6 to 24 mmoles of said MCFA or their monoglycerides. Particularly preferred is such a device in the form of a vaginal ovum with a melting point between 31.5 and 37.5 ° C.
Si contampla inoltre un dispositivo vaginale comprendente MCFA o loro monogliceridi ed uno o più ingredienti scelti tra: (b) un lipide C8-C12 non- irritante; (b’) un terpene o un (alchìl)fenolo non- irritante; (b”) un antimi co tico/antibiotico. Also included is a vaginal device comprising MCFA or their monoglycerides and one or more ingredients selected from: (b) a non-irritating C8-C12 lipid; (b ') a non-irritating terpene or (alkyl) phenol; (b ”) an antimictic / antibiotic.
Un oggetto inventivo è peraltro l’uso di MCFA per il trattamento delle vaginosi infettive, in particolare candidosi vaginali, senza l’ausilio o con quantità ridotte di antibiotici. An inventive object is, however, the use of MCFA for the treatment of infectious vaginosis, in particular vaginal candidiasis, without the aid or with reduced amounts of antibiotics.
DESCRIZIONE DETTAGLIATA DELL’INVENZIONE DETAILED DESCRIPTION OF THE INVENTION
Un oggetto inventivo è un dispositivo vaginale utile nel trattamento delle vaginosi infettive essenzialmente formato da acidi grassi a catena media (MCFA) o loro monogliceridi in grado rilasciare una quantità da 6 a 24 mmoli di MCFA, detto MCFA scelto tra: An inventive object is a vaginal device useful in the treatment of infectious vaginosis essentially formed by medium chain fatty acids (MCFA) or their monoglycerides capable of releasing a quantity from 6 to 24 mmoles of MCFA, called MCFA chosen from:
Caprylic (octanoic) acid: CAS 124-07-2; p.f. 15-17°C ; MW 144,21 Caprylic (octanoic) acid: CAS 124-07-2; m.p. 15-17 ° C; MW 144.21
Pelargonio (nonanoic) acid: CAS 112-05-0; p.f. 9-11°C; MW 158.24 Pelargonium (nonanoic) acid: CAS 112-05-0; m.p. 9-11 ° C; MW 158.24
Capric (decanoic) acid: CAS 334^48-5 ; p.f. 31-33°C; MW 172.1 Capric (decanoic) acid: CAS 334 ^ 48-5; m.p. 31-33 ° C; MW 172.1
Undecanoic acid: CAS 112-37-8; p.f. 28-31°C; MW 186.29 Undecanoic acid: CAS 112-37-8; m.p. 28-31 ° C; MW 186.29
Lauric (dodecanoic) acid: CAS 143-07-7; p.f. 43-45°C ; MW 200.3 Lauric (dodecanoic) acid: CAS 143-07-7; m.p. 43-45 ° C; MW 200.3
Gli MCFA sono fomiti ad esempio da: Universal Preserv-A-Chem, Ine.; A&E Connock, Aceto Corp; Akzo Nobel; Alfa Pharmachem; Berje; Cognis; DeWolf Chemical; Fleurchem; Penta Manufacturing; Spectrum Chemical Mfg.; Uniqema; Beckman Chemikalìen; CasChem; Merck Schuchard, Protameen Chemicals; Stearinerie Dubois Fils. MCFAs are supplied for example by: Universal Preserv-A-Chem, Ine .; A&E Connock, Aceto Corp; Akzo Nobel; Alfa Pharmachem; Berje; Cognis; DeWolf Chemical; Fleurchem; Penta Manufacturing; Spectrum Chemical Mfg .; Uniqema; Beckman Chemikalien; CasChem; Merck Schuchard, Protameen Chemicals; Stearinerie Dubois Fils.
Preferibilmente il dispositivo della presente invenzione comprenderà almeno un MCFA scelto tra acido caprico e acido laurico. Preferably the device of the present invention will comprise at least one MCFA selected from capric acid and lauric acid.
I monogliceridi di MCFA sono scelti tra uno o più delle seguenti sostanze: MCFA monoglycerides are selected from one or more of the following substances:
Glyceril captate (monocaprin) CAS 26402-22-2 ; p.f. 17.8°C ; MW 246.34 Glyceril captate (monocaprin) CAS 26402-22-2; m.p. 17.8 ° C; MW 246.34
Glyceril laurate (monolaurin) CAS 27215-38-4 / 142-18-7 ; p.f. 56-60°C; MW 274.21 Sono inoltre compresi i monogliceridi formati da acidi grassi C8-C12 diversi da caprico e laurico ottenuti mediante per condensazione con glicerina con uno o più acidi grassi saturi o insaturi, lineari o ramificati scelti tra quelli precedentemente descritti. Glyceril laurate (monolaurin) CAS 27215-38-4 / 142-18-7; m.p. 56-60 ° C; MW 274.21 Also included are monoglycerides formed by C8-C12 fatty acids other than capric and lauric obtained by condensation with glycerin with one or more saturated or unsaturated, linear or branched fatty acids selected from those previously described.
Monocaprina e monolaurina sono fomiti ad esempio da: A & E Connock; Abitec Corp; Dr. Straetmans; Inolex Chemical; Stearinerie Dubois; Taiyo Kagaku; Cognis; Croda Chemicals; DeWolf Chemical; Fitz Cbem Corp; Jeen International; Med-Chem Labs; Protameen Chemicals; Sasol; Stepan Company; Ultra Chemical; Uniqema; Universal Preserv-A-Chem. Preferibilmente il dispositivo della presente invenzione comprenderà almeno un monogliceride di un MCFA scelto tra monocaprina e monolaurina. Monocaprine and monolaurin are supplied for example by: A & E Connock; Abitec Corp; Dr. Straetmans; Inolex Chemical; Stearinerie Dubois; Taiyo Kagaku; Cognis; Croda Chemicals; DeWolf Chemical; Fitz Cbem Corp; Jeen International; Med-Chem Labs; Protameen Chemicals; Sasol; Stepan Company; Ultra Chemical; Uniqema; Universal Preserv-A-Chem. Preferably, the device of the present invention will comprise at least one monoglyceride of an MCFA selected from monocaprin and monolaurin.
Un ulteriore oggetto inventivo è costituito da un dispositivo vaginale utile nel trattamento delle vaginosi infettive comprendente: A further inventive object is constituted by a vaginal device useful in the treatment of infectious vaginosis comprising:
(a) un MCFA o loro loro monogliceridi; (a) an MCFA or their monoglycerides thereof;
(b) un lipide C8-C12 non-irritante scelto tra: (b) a non-irritating C8-C12 lipid chosen from:
(bl) un carbossilato C8-C12 insaturo e/o ramificato; (b1) an unsaturated and / or branched C8-C12 carboxylate;
(b2) un acido idrossammico C8-C12; (b2) a C8-C12 hydroxamic acid;
(b3) un aldeide C8-C12 satura o insatura, lineare o ramificata; (b3) a saturated or unsaturated, linear or branched C8-C12 aldehyde;
(b4) un alcol C8-C12 saturo o insaturo, lineare o ramificato; (b4) a saturated or unsaturated, linear or branched C8-C12 alcohol;
(b5) un estere gallico di un alcol C8-C12 saturo o insaturo, lineare o ramificato; detto dispositivo in grado rilasciare in loco una quantità da 6 a 24 mmoli di MCFA-equivalenti in forma di ovulo o di capsula di gelatina molle. (b5) a gallic ester of a saturated or unsaturated, linear or branched C8-C12 alcohol; said device capable of delivering on site a quantity of from 6 to 24 mmoles of MCFA-equivalents in the form of an egg or a soft gelatin capsule.
Esempi di (bl) in nomenclatura intemazionale sono: 2-Methylheptanoic acid; 4-Methylnonanoic acid; Methyloctanoic acid; Dec-9-enoic acid; Dec-(5-,6)-enoic acid; Dec-2-enoic acid; Dec-3-enoic acid; Dec-4-enoic acid; 2-Ethylhexanoic acid; 4-EthyIoctanoic acid; 4-Methyldecanoic acid; 8-Methyldecanoic acid; Non-2-enoic acid; Non-3-enoic acid; Octenoic acid; Methylheptanoic acid. Examples of (bl) in international nomenclature are: 2-Methylheptanoic acid; 4-Methylnonanoic acid; Methyloctanoic acid; Dec-9-enoic acid; Dec- (5-, 6) -enoic acid; Dec-2-enoic acid; Dec-3-enoic acid; Dec-4-enoic acid; 2-Ethylhexanoic acid; 4-EthyIoctanoic acid; 4-Methyldecanoic acid; 8-Methyldecanoic acid; Non-2-enoic acid; Non-3-enoic acid; Octenoic acid; Methylheptanoic acid.
Il dispositivo della presente invenzione potrà comprendere un carbossilato C8-C12 insaturo e/o ramificato (bl) purché non-irritante. E' pertanto da usare con cautela l’acido 10-undecenoico (undecylenic acid) in quanto si registrano precedenti di effetti allergizzanti (Contact Dermatitis. 2002, 46(2): 109). The device of the present invention may comprise an unsaturated and / or branched C8-C12 carboxylate (bl) provided it is non-irritating. Therefore, 10-undecenoic acid (undecylenic acid) should be used with caution as there are precedents of allergenic effects (Contact Dermatitis. 2002, 46 (2): 109).
Gli acidi idrossammici (b2) sono scelti tra i derivati da un acido carbossilico (o suo estere) C8-C12 di tipo saturo o insaturo, lineare o ramificato, ottenuti mediante conversione del gruppo carbossile CO-OH in CO-NHOH. The hydroxamic acids (b2) are selected from the derivatives of a C8-C12 carboxylic acid (or its ester) of the saturated or unsaturated type, linear or branched, obtained by converting the CO-OH carboxyl group into CO-NHOH.
Il dispositivo della presente invenzione potrà comprendere un acido ìdrossammico C8-C12 saturo o insaturo, lineare o ramificato (b2) purché non-irritante. Sono preferiti l’acido decilidrossamico ( CH3(CH2)8CO-NHOH ) e rottilidrossammico ( CH3(CH2)<;CO-NHOH ). Esempi di (b3) in nomenclatura intemazionale sono: Octanal; Decanal; Dodecanal; 3,7-Dimethyl-7-hydroxyoctanal; 2,6-DìmethyloctanaI; 2-Methyloctanal; Nonanal; 2-Ethylhept-2-enal, Undecanal, 10-Undecenal; 9-Undecenal; 2-Dodecenal; i-2,c-6-Nonadienal; c-6-Nonenal; 2-Octenal; 6-Octenal; 2,4-Nonadienal; /-2-Nonenal; 2,6-DLmethylhept-S-enal, 2-Decenal; 2-Methylundecanal; 2,4-Decadienal; c-4 -Decenai; 2-isopropyl-5-methylhex-2-enal; 2,4-Undecadienal; 2-Undecenal; 2-trans,6-t-Octadienal; 4-Hexenal; c-4-Decenal; 9-Decenal; 2-t Dodecenal; 2-Ethylhexanal; 2-Methyldecanal; 2-Methylhexanal; 2-NonenaI; 2-i,6-/-Nonadienal, 2-/-Undecenal; 2,4-Octadienal; t-2-Octenal; /-2-Decenal; i-2,M-Nonadienal;1-2, t-A-Undecadienal; /-2,M,c-7-Decatrienal; 9-Octadecenal; c-9-Decenal; /-6-Decenal; 5-Decenal.Il dispositivo della presente invenzione potrà comprendere un aldeide C8-C12 satura o insatura, lineare o ramificata, purché non-irritante. The device of the present invention may comprise a saturated or unsaturated C8-C12 hydroxamic acid, linear or branched (b2) provided it is non-irritating. Decylhydroxamic (CH3 (CH2) 8CO-NHOH) and rottylhydroxamic (CH3 (CH2) <; CO-NHOH) acid are preferred. Examples of (b3) in international nomenclature are: Octanal; Decanal; Dodecanal; 3,7-Dimethyl-7-hydroxyoctanal; 2,6-DìmethyloctanaI; 2-Methyloctanal; Nonanal; 2-Ethylhept-2-enal, Undecanal, 10-Undecenal; 9-Undecenal; 2-Dodecenal; i-2, c-6-Nonadienal; c-6-Nonenal; 2-Octenal; 6-Octenal; 2,4-Nonadienal; / -2-Nonenal; 2,6-DLmethylhept-S-enal, 2-Decenal; 2-Methylundecanal; 2,4-Decadienal; c-4 -Decenai; 2-isopropyl-5-methylhex-2-enal; 2,4-Undecadienal; 2-Undecenal; 2-trans, 6-t-Octadienal; 4-Hexenal; c-4-Decenal; 9-Decenal; 2-t Dodecenal; 2-Ethylhexanal; 2-Methyldecanal; 2-Methylhexanal; 2-NonenaI; 2-i, 6 - / - Nonadienal, 2 - / - Undecenal; 2,4-Octadienal; t-2-Octenal; / -2-Decenal; i-2, M-Nonadienal; 1-2, t-A-Undecadienal; / -2, M, c-7-Decatrienal; 9-Octadecenal; c-9-Decenal; / -6-Decenal; The device of the present invention may comprise a saturated or unsaturated, linear or branched C8-C12 aldehyde, provided it is non-irritating.
Esempi di (b4) in nomenclatura intemazionale sono: c-3-Octen-l-ol, c-5-Octen-l-ol;/- 2-Octen-l-ol; 3,5-Octadien-l-ol; c-2-Nonen-l-ol; /-2-Nonen-l-ol; c-6-Nonen-l-ol, c-3-Nonenl-ol; 2,6-Nonadien-l-oI; 2,4-Nonadien-l-ol; 3,6-Nonadien-l-ol; /-2,c-6-Nonadien-l-ol; t-3,c-6-Nonadien-I-ol; 2,4-Decadien-l-ol; t-2-Decen-l-ol; 2-Undecen-l-ol; 9-Decen-l-ol, 10-Undecen-l-ol; Octan-2-ol; Octan-3-ol; 2,6-Dimethylheptan-4-ol; 2-Ethylhexan-l-ol; Nonan-2-ol; Nonan-3-ol; 2-Methyloctan-l-ol; 3,5,5-Trimethylhexan-l-ol; Decan-3-ol, 3,6-Dimethyloctan-3-ol; Undecan-2-ol; Dodecan-2-ol; 2-Octen-4-ol; 6-Methylhept-5-en-2-ol; 1-Nonen-3-ol, l-Decen-3-ol; l-Octen-3-ol; 3-Octen-2-ol; l,5-Octadien-3-ol, 2,6-Dimethylhept-6-en-l-ol; (-)-3,7-Dimethyl-6-octen-l-ol; 2,6-Dimethyloct-7-en-2-oI; 2,6-Dimethylocta-l,5,7-trien-3-ol; 3,7-Dimethylocta-l,5,7-trien-3-ol; l,5-Undecadien-3-ol; /-2-Octen- 1 -ol, c-3-Octenl-ol; c-5-Octen-l-ol; c-2-Nonen-l-ol; i-2-Nonen-l-ol; c-6-Nonen-l-ol; c-3-Nonen-l-ol, t-2-Decen-l-ol; c-4-Decen-l-ol; 2-Undecen-l-ol; 10-Undecenol; n-Octanol; n-Nonanol; n-Decanol, n-UndecanoI; n-Dodecanol. Examples of (b4) in international nomenclature are: c-3-Octen-1-ol, c-5-Octen-1-ol; / - 2-Octen-1-ol; 3,5-Octadien-1-ol; c-2-Nonen-1-ol; / -2-Nonen-1-ol; c-6-Nonen-1-ol, c-3-Nonen-1-ol; 2,6-Nonadien-1-oI; 2,4-Nonadien-1-ol; 3,6-Nonadien-1-ol; / -2, c-6-Nonadien-1-ol; t-3, c-6-Nonadien-I-ol; 2,4-Decadien-1-ol; t-2-Decen-1-ol; 2-Undecen-1-ol; 9-Decen-1-ol, 10-Decen-1-ol; Octan-2-ol; Octan-3-ol; 2,6-Dimethylheptan-4-ol; 2-Ethylhexan-1-ol; Nonan-2-ol; Nonan-3-ol; 2-Methyloctan-1-ol; 3,5,5-Trimethylhexan-1-ol; Decan-3-ol, 3,6-Dimethyloctan-3-ol; Undecan-2-ol; Dodecan-2-ol; 2-Octen-4-ol; 6-Methylhept-5-en-2-ol; 1-Nonen-3-ol, 1-Decen-3-ol; 1-Octen-3-ol; 3-Octen-2-ol; 1,5-Octadien-3-ol, 2,6-Dimethylhept-6-en-1-ol; (-) - 3,7-Dimethyl-6-octen-1-ol; 2,6-Dimethyloct-7-en-2-oI; 2,6-Dimethylocta-1, 5,7-trien-3-ol; 3,7-Dimethylocta-1, 5,7-trien-3-ol; 1,5-Undecadien-3-ol; / -2-Octen- 1 -ol, c-3-Octenl-ol; c-5-Octen-1-ol; c-2-Nonen-1-ol; i-2-Nonen-1-ol; c-6-Nonen-1-ol; c-3-Nonen-1-ol, t-2-Decen-1-ol; c-4-Decen-1-ol; 2-Undecen-1-ol; 10-Undecenol; n-Octanol; n-Nonanol; n-Decanol, n-UndecanoI; n-Dodecanol.
Il dispositivo della presente invenzione potrà comprendere almeno un alcol C8-C12 saturo o insaturo, lineare o ramificato, purché non-irritante. The device of the present invention may comprise at least one saturated or unsaturated C8-C12 alcohol, linear or branched, as long as it is non-irritating.
Gli esteri gallici (b5) sono scelti tra i derivati di un alcol C8-C12 saturo o insaturo, lineare o ramificato ottenuti mediante condensazione con l’acido gallico e detto alcol. Gallic esters (b5) are selected from the derivatives of a saturated or unsaturated, linear or branched C8-C12 alcohol obtained by condensation with gallic acid and said alcohol.
Il dispositivo della presente invenzione potrà comprendere un estere gallico di un alcol saturo o insaturo, lineare o ramificato (b5) purché non-irritante. Sono preferiti l’ottil gallato e il dodecil gallato, con qualche cautela a causa di qualche segnalazione di effetto allergizzante. The device of the present invention may comprise a gallic ester of a saturated or unsaturated alcohol, linear or branched (b5) as long as it is non-irritating. Octyl gallate and dodecyl gallate are preferred, with some caution due to some reports of an allergenic effect.
Un ulteriore oggetto inventivo è costituito da un dispositivo vaginale utile nel trattamento delle vaginosi infettive comprendente: A further inventive object is constituted by a vaginal device useful in the treatment of infectious vaginosis comprising:
(a) un MCFA o loro loro monogliceridi, (a) an MCFA or their monoglycerides,
(b’) un terpene o un (alchil)fenolo non-irritante scelto tra: (b ') a terpene or a non-irritating (alkyl) phenol chosen from:
(b’I) un terpene a funzione alcolica; (b'I) a terpene with an alcoholic function;
(b’2) un terpene a funzione carbonilica; (b2) a terpene with a carbonyl function;
(b’3) un terpene (ciclo)alifatico saturo o insaturo, (b'3) a saturated or unsaturated aliphatic terpene (cycle),
(b’4) un fenolo compreso nell’elenco degli aromi; (b'4) a phenol included in the list of flavors;
(b’5) un ossialchilbenzene compreso nell’elenco degli aromi; (b'5) an oxyalkylbenzene included in the list of flavors;
detto dispositivo in grado rilasciare in loco una quantità da 6 a 24 mmoli di MCFA-equivalentì in fonma di ovulo o di capsula di gelatina molle. said device capable of delivering on site a quantity of from 6 to 24 mmoles of MCFA-equivalent in the form of an egg or soft gelatin capsule.
Il dispositivo della presente invenzione potrà comprendere un terpene a funzione alcolica, purché non-irritante. The device of the present invention may comprise a terpene with an alcoholic function, provided it is non-irritating.
Esempi di (b’1) in nomenclatura internazionale sono: R-(+)-3-CitroneUol; cis-Nerol; Dehydrolinalool; 1,2-Dihydrylinlool; Tetrahydrolinalool; Tetrahydrogeranol; Phytol; Isophytol, cis-Nerolidol, trans-Nerolidol; Myrcenol; Dihydomyercenol; Tetrahydromyercenol; Lavandulol; 1-Menthol; d,l-Menthol; p-Mentha-l,8-dien-7-ol; p-Menthan-8-ol; Carvomenthol, d-Neomenthol; Isopulegol; Piperitol; Homomenthol; Carveol; Dihydrocarveol; neo-Dihydrocarveol; Isodihydrocarveol; Pine hexanol; a-Terpineol; β-Terpineol; 1-Terpineol, Carvomenthenol, (±)-a-Bisabolol; Isobomol; α-Fenchol; 2-Ethylfenchol; trans, trans-Famesol; cis-2-Pananol; 4-Thujanol; cis-Pinocarveol; cis-Myrtanol; trans-Myrtanol; Myrtenol; Verbenol, Vetiverol; 9-Cedrenol; 2-Cedren-15-ol; Cedrol; Caryophyllol; α-lonol; β-Ιο<η>οί; b-Dihydroionol; Nopol; Cedanol; α-Camphol; β- e a-Santalol. Examples of (b'1) in international nomenclature are: R - (+) - 3-CitroneUol; cis-Nerol; Dehydrolinalool; 1,2-Dihydrylinlool; Tetrahydrolinalool; Tetrahydrogeranol; Phytol; Isophytol, cis-Nerolidol, trans-Nerolidol; Myrcenol; Dihydomyercenol; Tetrahydromyercenol; Lavandulol; 1-Menthol; d, l-Menthol; p-Mentha-1,18-dien-7-ol; p-Menthan-8-ol; Carvomenthol, d-Neomenthol; Isopulegol; Piperitol; Homomenthol; Carveol; Dihydrocarveol; neo-Dihydrocarveol; Isodihydrocarveol; Pine hexanol; a-Terpineol; β-Terpineol; 1-Terpineol, Carvomenthenol, (±) -a-Bisabolol; Isobomol; α-Fenchol; 2-Ethylfenchol; trans, trans-Famesol; cis-2-Pananol; 4-Thujanol; cis-Pinocarveol; cis-Myrtanol; trans-Myrtanol; Myrtenol; Verbenol, Vetiverol; 9-Cedrenol; 2-Cedren-15-ol; Cedrol; Caryophyllol; α-lonol; β-Ιο <η> οί; b-Dihydroionol; Nopol; Cedanol; α-Camphol; β- and a-Santalol.
11 dispositivo della presente invenzione potrà comprendere un terpene a funzione carbonilica, purché non-irritante. The device of the present invention may comprise a terpene with a carbonyl function, provided it is non-irritating.
Esempi di (b’2) in nomenclatura intemazionale sono: Citral; Citrone; Carvomenthenal; Safranal; Myrtenal; β-Homocyclocitral; 3,5,5-Trimethylhexanal; Perillaldehyde, a-Campholenic aldehyde; Photocitral A; α-Sinensal; p-Mentha-l,3-dien-7-al; Famesal; Isocyclocitral; Nera!; Pseudo-cyclocitral; β-Sinensal; Geranial; α-Methyl ional; α-Ionone; β-Ionone; Methyl-a-ionone; Methyl-β-ionone; a-Irone; Carvone; Isojasmone; Tetramethyl ethylcyclohexenone; α-Isomethyl ionone; β-Isomethylionone; p-Menthan-3-one; Allyl aionone; Isopulegone; Tetrahydro-pseudo-ionone; 3,4-Dimethylcyclopentan-l,2-dione; d,l-Isomenthone; β-Damascone; Methyl-5-ionone; Nootkatone; γ-Ionone; Carvomenthone, cis-Jasmone; β-Damascenone; 4-Ketoisophorone; Famesyl acetone; 3,4-Dehydrodihydro-betaionone; Geranylacetone; Tsophorone; Piperìtenone; Dihydrocarvone; delta-Damascone, DihydΓO-β-ionone; Dihydro-alpha-ionone; Celestolide; α-Damascone; Dihydrojasmone, Acetylcedrene; d-Carvone; 1-Carvone; 11,10-Dihydronootkatone; Hexahydropseudoionone; d-Fenchone; 2-Hydroxypiperitone; β-Ionone epoxide; Isopinocamphone, Cryptone; Megastigma-4,6,8-trien-3-one; Megastigma-5,8-dien-4-one; Piperitone; trans-Menthone, Verbenone; Pseudo-ionone; 6-Methyl^-ionone; d-Camphor; trans-Jasmone; cis^-Damascone; cis-alpha-Damascone; trans-alpha-Damascone; α-Damascenone; trans-6-Damascone Examples of (b'2) in international nomenclature are: Citral; Citron; Carvomenthenal; Safranal; Myrtenal; β-Homocyclocitral; 3,5,5-Trimethylhexanal; Perillaldehyde, a-Campholenic aldehyde; Photocitral A; α-Sinensal; p-Mentha-1,3-dien-7-al; Famesal; Isocyclocitral; Black!; Pseudo-cyclocitral; β-Sinensal; Geranial; α-Methyl ional; α-Ionone; β-Ionone; Methyl-a-ionone; Methyl-β-ionone; heron; Carvone; Isojasmone; Tetramethyl ethylcyclohexenone; α-Isomethyl ionone; β-Isomethylionone; p-Menthan-3-one; Allyl aionone; Isopulegone; Tetrahydro-pseudo-ionone; 3,4-Dimethylcyclopentan-1,2-dione; d, l-Isomenthone; β-Damascone; Methyl-5-ionone; Nootkatone; γ-Ionone; Carvomenthone, cis-Jasmone; β-Damascenone; 4-Ketoisophorone; Famesyl acetone; 3,4-Dehydrodihydro-betaionone; Geranylacetone; Tsophorone; Pipertenone; Dihydrocarvone; delta-Damascone, DihydΓO-β-ionone; Dihydro-alpha-ionone; Celestolide; α-Damascone; Dihydrojasmone, Acetylcedrene; d-Carvone; 1-Carvone; 11,10-Dihydronootkatone; Hexahydropseudoionone; d-Fenchone; 2-Hydroxypiperitone; β-Ionone epoxide; Isopinocamphone, Cryptone; Megastigma-4,6,8-trien-3-one; Megastigma-5,8-dien-4-one; Piperitone; trans-Menthone, Verbenone; Pseudo-ionone; 6-Methyl ^ -ionone; d-Camphor; trans-Jasmone; cis ^ -Damascone; cis-alpha-Damascone; trans-alpha-Damascone; α-Damascenone; trans-6-Damascone
0 dispositivo della presente invenzione potrà comprendere un fenolo compreso tra l’elenco degli aromi, purché non-irritante. The device of the present invention may include a phenol included in the list of aromas, as long as it is non-irritating.
Esempi di (b’4) in nomenclatura intemazionale sono: Phenol; 4-Syringol; 4-Hydroxybenzol; Eugenol; Isoeugenol; Gauacol; Thymol; 2-Methoxy-4-methylphenol; 4-Ethylguaiacol; 2-Methoxy-4-vinylphenol; 2,5-Dimethylphenol; 3,5-DimethylphenoI; 3-Ethylphenol, 4-Ethylphenol; o-Cresol; m-Cresol; p-Cresol; Carvacrol; Syringol; 4-Ethoxyphenol; Phenol; Salieoi; Methyl salieoi; 2,6-Hylenol; o-Cumenol; 2-(Ethoxymethyl)phenol, 2-Propylphenol; 3,4-Xyleno!; 2-Methoxy^4-propylphenol; 4-Propylphenol; 4-Methoxyeugenol, 4-Ethylsyringol; 4-Methylsyringol; Fragarol; 4-PropenylsyringoI; 4-Propylsyringol, 4-Viny!phenol; 4-tert Butylphenol; Hydroxyanisol gaUate, 2,3-Xylenol; 2,4-Xylenol; Phlorol; 3-Isopropylphenol; 4-Isopropylphenol; 6-tert-Butyl-m-cresol; 5-Methylguaiacol; 2,3,6-Trimethylphenol; 2-Methoxy-6-(2-propeny)phenol; Vanitici; Ethyl vanillol. Examples of (b'4) in international nomenclature are: Phenol; 4-Syringol; 4-Hydroxybenzol; Eugenol; Isoeugenol; Gauacol; Thymol; 2-Methoxy-4-methylphenol; 4-Ethylguaiacol; 2-Methoxy-4-vinylphenol; 2,5-Dimethylphenol; 3,5-DimethylphenoI; 3-Ethylphenol, 4-Ethylphenol; o-Cresol; m-Cresol; p-Cresol; Carvacrol; Syringol; 4-Ethoxyphenol; Phenol; Salieoi; Methyl salieoi; 2,6-Hylenol; o-Cumenol; 2- (Ethoxymethyl) phenol, 2-Propylphenol; 3,4-Xyleno !; 2-Methoxy ^ 4-propylphenol; 4-Propylphenol; 4-Methoxyeugenol, 4-Ethylsyringol; 4-Methylsyringol; Fragarol; 4-PropenylsyringoI; 4-Propylsyringol, 4-Viny! Phenol; 4-tert Butylphenol; Hydroxyanisol gaUate, 2,3-Xylenol; 2,4-Xylenol; Phlorol; 3-Isopropylphenol; 4-Isopropylphenol; 6-tert-Butyl-m-cresol; 5-Methylguaiacol; 2,3,6-Trimethylphenol; 2-Methoxy-6- (2-propeny) phenol; Vanitics; Ethyl vanillol.
II d<i>spositivo della presente invenzione potrà comprendere un ossialchilbenzene compreso tra l’elenco degli aromi, purché non-irri tante. The device of the present invention may include an oxyalkylbenzene included in the list of flavors, provided that it is not irrelevant.
Esempi di (b’5) in nomenclatura intemazionale sono: Benzol; 2-Phenylethan-l-ol; 3-Phenylpropan- 1 -ol; 1-Pheny<]>propan- l-ol; l-Phenylpentan-2-ol; 2-Methyl-l -phenylpropan-2-ol, 4-Phenylbutan-2-ol; 3-Methyl-l-phenylpentan-3-ol; 4-Phenylbutan-l-oI; Cuminol, p-Cymen-8-ol; 5-PhenyIpentan-l-ol; 1-Phenylethan-l-ol; 4-Methyl-I-phenylpentan-2-ol; 4-Phenylbut-3-en-2-ol; Hydratropol; 2-MethyI-4-phenylbutan-2-ol; p-Aniso); 3-(4-Methoxypbenyl)propan-l-ol; 2-Phenylpropan-2-ol; Piperò noi; Benzaldehyde; Cinnamaldehyde; 4-Methoxybenzaldehyde, Piperonal;Veratraldehyde; VaniUin; Salicyladehyde; Vanillyl acetone, Methyl 2-naphthyl ketone; 4-Methylacetophenone; 2,4-Dimethylacetophenone; 4-Phenylbut-3-en-2-one; 4-Methyl-l-phenylpentan-2-one; 4-(p-Tolyl)butan-2-one; Benzoin; Raspberry ketone. Examples of (b'5) in international nomenclature are: Benzol; 2-Phenylethan-1-ol; 3-Phenylpropan- 1 -ol; 1-Pheny <]> propan-1-ol; 1-Phenylpentan-2-ol; 2-Methyl-1 -phenylpropan-2-ol, 4-Phenylbutan-2-ol; 3-Methyl-1-phenylpentan-3-ol; 4-Phenylbutan-1-oI; Cuminol, p-Cymen-8-ol; 5-PhenyIpentan-1-ol; 1-Phenylethan-1-ol; 4-Methyl-I-phenylpentan-2-ol; 4-Phenylbut-3-en-2-ol; Hydratropol; 2-MethyI-4-phenylbutan-2-ol; p-Aniso); 3- (4-Methoxypbenyl) propan-1-ol; 2-Phenylpropan-2-ol; I will pee us; Benzaldehyde; Cinnamaldehyde; 4-Methoxybenzaldehyde, Piperonal; Veratraldehyde; VaniUin; Salicyladehyde; Vanillyl acetone, Methyl 2-naphthyl ketone; 4-Methylacetophenone; 2,4-Dimethylacetophenone; 4-Phenylbut-3-en-2-one; 4-Methyl-1-phenylpentan-2-one; 4- (p-Tolyl) butan-2-one; Benzoin; Raspberry ketone.
Un ulteriore oggetto inventivo è costituito da un dispositivo vaginale utile nel trattamento delle vaginosi infettive comprendente: A further inventive object is constituted by a vaginal device useful in the treatment of infectious vaginosis comprising:
(a) un MCFA o loro loro monogliceridi; (a) an MCFA or their monoglycerides thereof;
(b”) un antimicotico/antibiotico; (b ”) an antifungal / antibiotic;
in grado rilasciare in loco una quantità da 6 a 24 mmoli di MCFA; ed inoltre contenente una quantià sub-inibitoria di antimicotico (b”); detto dispositivo in forma di ovulo o di capsula di gelatina molle. capable of releasing on site a quantity of 6 to 24 mmoles of MCFA; and also containing a sub-inhibitory quantity of antifungal (b "); said device in the form of an egg or a soft gelatin capsule.
Gli antimicotici (b”) utilizzabili nella presente invenzione comprendono: azolici, ad es. ketoconazolo, miconazolo, bifonazolo, butoconazolo, clotrimazolo, croconazolo, eberconazolo, econazolo, oxiconazolo, fenticonazolo, isoconazolo, sulconazolo, triconazolo, lanoconazolo, neticonazolo, omoconazolo, setraconazolo; albi ami ne, ad es. terbinafina e natrifina, morfoline, ad es. amorfolina, polieni, ad es. amfoteracina B, nistatina e natamaicina; idrossipiridinoti, ad es. ciclopirox olamina, octopirox olamina e rilopirox.; furatici ad es.metronidazolo e nitrofurazone, The antifungals (b ") usable in the present invention include: azoles, e.g. ketoconazole, miconazole, bifonazole, butoconazole, clotrimazole, croconazole, eberconazole, econazole, oxiconazole, fenticonazole, isoconazole, sulconazole, triconazole, lanoconazole, nethiconazole, homoconazole, setraconazole; albi ami ne, eg. terbinafine and natrifine, morpholines, eg. amorpholine, polyenes, e.g. amphoteracin B, nystatin and natamaicin; hydroxypyridinotes, e.g. ciclopirox olamine, octopirox olamine and rilopirox .; furatics e.g. metronidazole and nitrofurazone,
Ulteriori antimi colici (b”) utilizzabili nella presente invenzione comprendono: flucitosina,griseofulvina, butenafina, clioquinolo, aloprogina, to In aitato, violetto di genziana, potassio permanganato, SeS, sali e complessi d’argento, zinco piritione, betulina, oli essenziali quali tea tree oil, eucaliptolo, ecc. bacitracina, clindamicina, eritromicina, gentamicina, mupirocina, neomicina, tetraciclina, polimixina B, benzalcotio cloruro e altri ammoni quaternari,esaclorofene, iodio, iodoquinolo, mafetide, sali di mercurio. Further antimicrobials (b ") that can be used in the present invention include: flucytosine, griseofulvin, butenafine, clioquinol, aloprogin, nitrogen, gentian violet, potassium permanganate, SeS, silver salts and complexes, zinc pyrithione, betulin, essential oils such as tea tree oil, eucalyptol, etc. bacitracin, clindamycin, erythromycin, gentamicin, mupirocin, neomycin, tetracycline, polymyxin B, benzalcothium chloride and other quaternary ammones, hexachlorophene, iodine, iodoquinol, mafetide, mercury salts.
Gli ingredienti addizionali nel dispositivo della presente invenzione sono contenuti preferibilmente in quantità non superiore al 30% in peso e comprendono tra l’altro, in forma non esaustiva, vaselina, petrolato, mono- e di-gliceridi semisintetici C14-C18, glicerina, lecitina, cetostearyl alcool; polyethyleneglycol; polyethyleneglycol stearate, propylenglycol; polysorbate 20, metilcellulosa ed altri esteri ed eteri della cellulosa; conservanti come metil, etil and propil parabene, sodio benzoato; oli vegetali e acidi grassi da oli vegetali; e oli essenziali. Un ulteriore oggetto inventivo è costituito da una ovulo vaginale in grado rilasciare in costituita essenzialmente da MCFA, da soli o in combinazione, contenente inoltre un olio essenziale quali lavanda, eucaliptolo, tea tree oil o tra quelli contenenti carvacrolo e cimenolo (majorana, origano, santoreggia e timo). I MCFA o loro monogliceridi presenti da soli o in associazione con uno o più ingrediente (b), (c) e (d), costituiscono almeno il 70% in peso, preferibilmente il 80% in peso, ancora più preferibilmente il 90% in peso del dispositivo. The additional ingredients in the device of the present invention are preferably contained in quantities not exceeding 30% by weight and include, inter alia, in non-exhaustive form, petroleum jelly, petrolatum, C14-C18 semisynthetic mono- and di-glycerides, glycerin, lecithin , cetostearyl alcohol; polyethyleneglycol; polyethyleneglycol stearate, propylenglycol; polysorbate 20, methylcellulose and other cellulose esters and ethers; preservatives such as methyl, ethyl and propyl paraben, sodium benzoate; vegetable oils and fatty acids from vegetable oils; and essential oils. A further inventive object is constituted by a vaginal ovum capable of releasing essentially consisting of MCFA, alone or in combination, also containing an essential oil such as lavender, eucalyptol, tea tree oil or among those containing carvacrol and cimenol (majorana, oregano, savory and thyme). The MCFAs or their monoglycerides present alone or in association with one or more ingredients (b), (c) and (d), constitute at least 70% by weight, preferably 80% by weight, even more preferably 90% by weight weight of the device.
Un altro oggetto inventivo è costituito dal metodo di produzione di un ovulo vaginale mediante miscelazione di MCFA, da soli o in combinazione, eventualmente parzialmente neutralizzati, opzionalmente con minime quantità di ingredienti addizionali, ad ottenere una ovulo vaginale con p.f. compreso tra 31,5 e 37,5°C, preferibilmente 32-36°C. Another inventive object is constituted by the method of producing a vaginal ovum by mixing MCFA, alone or in combination, possibly partially neutralized, optionally with minimal quantities of additional ingredients, to obtain a vaginal ovum with m.p. between 31.5 and 37.5 ° C, preferably 32-36 ° C.
Un ulteriore oggetto inventivo è l’uso di MCFA per il trattamento delle vaginosi infettive, in particolare delle candidosi vaginali in assenza di agenti biocidi (tipicamente antimicotici) o in presenza di quantità sub-inibitorie degli stessi, come nelPesempio a seguire.A further inventive object is the use of MCFA for the treatment of infectious vaginosis, in particular of vaginal candidiasis in the absence of biocidal agents (typically antifungals) or in the presence of sub-inhibitory quantities thereof, as in the following example.
Gli esempi a seguire sono illustrativi e non devono essere considerati come limitanti.The examples below are illustrative and should not be regarded as limiting.
ESEMPI EXAMPLES
Esempio 1 - Miscela per ovuli composte da acido caprico e acidn laurino Example 1 - Mixture for ova composed of capric acid and laurine acid
Le miscele binarie tra acido caprico e acido laurico sono state prodotte per ottenere l’intervallo di punti di fusione utile per la preparazione di una ovulo costitituita da questi due ingredienti. The binary mixtures between capric acid and lauric acid were produced to obtain the range of melting points useful for the preparation of an egg made up of these two ingredients.
La figura 1 mostra il diagramma di fase in funzione della temperatura dove L = stato liquido, M = stato in fusione e S = stato solido. L’intervallo utile è costituito da acido caprico-acìdo laurico in proporzione tra 1 :4 a 1 :5 in peso. Figure 1 shows the phase diagram as a function of temperature where L = liquid state, M = melting state and S = solid state. The useful range consists of capric acid-lauric acid in a proportion between 1: 4 to 1: 5 by weight.
Esempio 2 - Miscela per ovuli composte da acido laurico e monolaurina Example 2 - Mixture for ova composed of lauric acid and monolaurin
Miscele binarie tra acido caprico e acido laurico sono state prodotte per ottenere Γ intervallo di punti di fusione utile per la preparazione di una ovulo costitituita da questi due ingredienti. La figura 2 mostra il diagramma di fase, laddove l’intervallo utile è costituito da acido laurico e monolaurina in proporzione tra 3:2 a 4:1 in peso. Binary mixtures between capric acid and lauric acid have been produced to obtain Γ range of melting points useful for the preparation of an egg made up of these two ingredients. Figure 2 shows the phase diagram, where the useful range consists of lauric acid and monolaurin in a proportion between 3: 2 to 4: 1 by weight.
Esempio 3 - Miscela per ovuli composte da monocaprina e monolaurina Example 3 - Mixture for ova composed of monocaprin and monolaurin
Miscele binarie tra monocaprina e monolaurina sono state prodotte per ottenere P intervallo di punti di fusione utile con il diagramma di fase figura 3, laddove l’intervallo utile è costituito da monocaprina pura fino o in miscela con monolaurina in concentratone massima del 35%. Binary mixtures between monocaprine and monolaurin were produced to obtain P range of useful melting points with the phase diagram in Figure 3, where the useful range consists of pure monocaprin up to or mixed with monolaurin in a maximum concentration of 35%.
Esemnio 4 - Miscela per ovuli composte da acido laurico e acido decilenico Example 4 - Mixture for eggs composed of lauric acid and decylene acid
Miscele binarie tra acido laurico e acido undecileico sono state prodotte per ottenere l’intervallo di punti di fusione, come da diagramma di figura 4, laddove l’ intervallo utile è costituito da acido laurico e acido undecilencio in proporzione tra 4:1 e 3:2 in peso. Binary mixtures between lauric acid and undecylenic acid have been produced to obtain the range of melting points, as shown in the diagram in figure 4, where the useful range consists of lauric acid and undecylencio acid in a proportion between 4: 1 and 3: 2 by weight.
Esempi 5-16 - Ovuli vaginali Examples 5-16 - Vaginal ovules
Gli ingredienti nelle proporzioni indicate nella Tabelle I sono miscelati e fusi a temperatura di circa 40°C, quindi colati in uno stampo per ovuli leggermente raffreddato ed infine separati ad The ingredients in the proportions indicated in Table I are mixed and melted at a temperature of about 40 ° C, then poured into a slightly cooled egg mold and finally separated to
Con analogo metodo si ottengono ovuli con composizione indicata in Tabella I With a similar method, ova with the composition indicated in Table I are obtained
Esempi 17-20 - Capsule molli vaginali Examples 17-20 - Soft vaginal capsules
Gli ingredienti nelle proporzioni indicate nella Tabella Π sono miscelati e fusi a circa 35°C o inferiore. Ciascuna miscela è introdotta in capsula di ge ;atina molle in ciascuna. The ingredients in the proportions indicated in Table II are mixed and melted at about 35 ° C or lower. Each mixture is introduced in soft gelatin capsule into each.
NB Gli acidi grassi utilizzati sono frazioni distillate (98%) di oli vegetali idrolizzati della serie Kortacid™ (Akzo Nobel, Svezia); la monolaurina è Monomuls 90 L (Cognis, D) o “Laurate de glycerol” (Stearinerie Dubiois, F); la monocaprina è: Capmul MCM (C 10) (Abitec Corp, USA) Esempi 21-30 - Test di efficacia in vitro NB The fatty acids used are distilled fractions (98%) of hydrolyzed vegetable oils from the Kortacid ™ series (Akzo Nobel, Sweden); the monolaurin is Monomuls 90 L (Cognis, D) or “Laurate de glycerol” (Stearinerie Dubiois, F); monocaprin is: Capmul MCM (C 10) (Abitec Corp, USA) Examples 21-30 - In vitro efficacy test
Una colonia di C. albicane (2 μΐ) di coltura in 2 mi di YPD è incubata in mezzo di cultura (5 mi) Yeast Peptone-Dextrose (“YPD”) con 10g/l estratto di lievito, 20 g/1 di peptone e 20 g/1 destrosio a 30 °C per 4 ore in beute da 50 mi ad una densità finale di 6,2 logio CFU/ml. A colony of C. albicane (2 μΐ) cultured in 2 ml of YPD is incubated in culture medium (5 ml) Yeast Peptone-Dextrose ("YPD") with 10g / l yeast extract, 20g / 1 peptone and 20 g / 1 dextrose at 30 ° C for 4 hours in 50 ml flasks at a final density of 6.2 logio CFU / ml.
Campioni di cultura (0.5 mi) sono quindi separate e miscelati in presenza delle sostanze test sciolte in etanolo in provette di 14 mi (17x100 mm), con cellule in YPD come controllo. I campioni (100 μΐ) presi al to o dopo 5 h di incubazione a 37 °C sono diluiti x 10 in soluzione fisiologica- Il numero di cellule vitali è valutato pipettando su agar in piastra Sabouraud prelievi di 10μ1 con diluizioni da IO<"2>a IO<"6>e 100 μΐ di IO<"1>. D conteggio delle colonie (CPU) è realizzato dopo 24 ore di incubazione in C02a 37°C, ottenendo un titolo (logi0<5h>) ed il valore Culture samples (0.5 ml) are then separated and mixed in the presence of the test substances dissolved in ethanol in tubes of 14 ml (17x100 mm), with cells in YPD as control. Samples (100 μΐ) taken at or after 5 h of incubation at 37 ° C are diluted x 10 in physiological solution. > at IO <"6> and 100 μΐ of IO <" 1>. D colony count (CPU) is performed after 24 hours of incubation in C02 at 37 ° C, obtaining a titer (logi0 <5h>) and the value
di abbattimento (A logio) per differenza dal controllo (iogio<0>) come illustrato dalla Tabela IV. reduction (A logio) for difference from the control (iogio <0>) as illustrated in Table IV.
Esempi applicativo - Test di efficacia in vivo Application examples - In vivo efficacy test
Un test rapido in agglutinazione su vetrino da tampone vaginale “Candida Bichro-Latex Albicane” (Technogenetics; Sesto SG, MI - 1) con anticorpo monoclonale specifico verso gli antigeni di parete della C albicans è stato utilizzato per valutare Γ attività dell'ovulo dell’es. 5 su una volontaria (36 anni) affetta da candidosi ricorrente. Dal risultato positivo a T°, a seguito di somministrazione locale di 2 ovili/die per 2 settimane si passa ad un risultato negativo. A rapid "Candida Bichro-Latex Albicane" vaginal swab slide agglutination test (Technogenetics; Sesto SG, MI - 1) with monoclonal antibody specific to C albicans wall antigens was used to evaluate Γ activity of the egg cell. 'ex. 5 on a volunteer (36 years old) suffering from recurrent candidiasis. From the positive result at T °, following local administration of 2 sheep / day for 2 weeks we pass to a negative result.
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US9931381B2 (en) * | 2009-11-23 | 2018-04-03 | Prothera, Inc. | Methods of comprising serratia peptidase for inhibition and treatment of biofilms related to certain conditions |
AU2012398334B2 (en) | 2012-12-27 | 2018-04-26 | Kimberly-Clark Worldwide, Inc. | Water soluble farnesol analogs and their use |
BR112015013756B1 (en) | 2012-12-27 | 2021-07-20 | Kimberly-Clark Worldwide, Inc. | METHOD OF ADJUSTING THE SOLUBILITY OF A BOTANICAL OIL IN WATER, BOTANICAL OIL, SCARF, AND, ABSORBING ARTICLE |
CN104856942B (en) * | 2015-06-04 | 2017-09-26 | 烟台荣昌制药股份有限公司 | Ciclopirox olamine vaginal dilation bolt and its preparation method |
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