Synthesis of benzenepropanamine analogues as non-detergent spermicides with antitrichomonas and anticandida activities.
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.
Kiran Kumar
S T V S
ST
Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow 226001, India.
Sharma
Vishnu Lal
VL
Kumar
Manish
M
Shukla
Praveen Kumar
PK
Tiwari
Pratibha
P
Jain
Rajeev Kumar
RK
Maikhuri
Jagdamba Prasad
JP
Singh
Divya
D
Gupta
Gopal
G
Singh
Man Mohan
MM
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
D000588:Amines; D000935:Antifungal Agents; D000994:Antitrichomonal Agents; D001555:Benzene Derivatives; D013089:Spermatocidal Agents