title: Synthesis of benzenepropanamine analogues as non-detergent spermicides with antitrichomonas and anticandida activities.
abstract: Fifteen analogues of benzenepropanamine were synthesized and evaluated for their spermicidal as well as microbicidal activities against Trichomonas vaginalis and Candida spp. Several compounds showed appreciable dual activities. Compound 12 exhibited good spermicidal (MEC=0.1%) along with substantial anticandidal (MIC=0.05%) activities, while compounds 3 and 6 showed significant microbicidal activities with moderate spermicidal effect. The SAR of these structures is being discussed here in this communication. It is concluded that suitable structural modifications in this class of compounds at 3-amino position may lead to a potent spermicide with associated microbicidal activity.
authors.affiliation: Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow 226001, India.
authors.forename: S T V S
authors.initials: ST
authors.lastname: Kiran Kumar
authors.forename: Vishnu Lal
authors.initials: VL
authors.lastname: Sharma
authors.forename: Manish
authors.initials: M
authors.lastname: Kumar
authors.forename: Praveen Kumar
authors.initials: PK
authors.lastname: Shukla
authors.forename: Pratibha
authors.initials: P
authors.lastname: Tiwari
authors.forename: Rajeev Kumar
authors.initials: RK
authors.lastname: Jain
authors.forename: Jagdamba Prasad
authors.initials: JP
authors.lastname: Maikhuri
authors.forename: Divya
authors.initials: D
authors.lastname: Singh
authors.forename: Gopal
authors.initials: G
authors.lastname: Gupta
authors.forename: Man Mohan
authors.initials: MM
authors.lastname: Singh
mesh_terms: D000328:Adult; D000588:Amines / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000994:Antitrichomonal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001555:Benzene Derivatives / Q000737:chemistry / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006801:Humans; D066298:In Vitro Techniques; D008297:Male; D008826:Microbial Sensitivity Tests; D017550:Spectroscopy, Fourier Transform Infrared; D013089:Spermatocidal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013094:Spermatozoa / Q000187:drug effects; D013329:Structure-Activity Relationship; D014246:Trichomonas vaginalis / Q000187:drug effects
chemical_list: D000588:Amines; D000935:Antifungal Agents; D000994:Antitrichomonal Agents; D001555:Benzene Derivatives; D013089:Spermatocidal Agents