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Azole-carbodithioate hybrids as vaginal anti-Candida contraceptive agents: design, synthesis and docking studies

Kumar, L.; Lal, N.; Kumar, V.; Sarswat, A.; Jangir, S.; Bala, V.; Kumar, L.; Kushwaha, B.; Pandey, A.K.; Siddiqi, M.I.; Shukla, P.K.; Maikhuri, J.P.; Gupta, G.; Sharma, V.L.

European Journal of Medicinal Chemistry 70: 68-77

2013

ISSN/ISBN: 1768-3254
PMID: 24140949
DOI: 10.1016/j.ejmech.2013.09.007
Document Number: 576523
Azole and carbodithioate hybrids were synthesized as alkyl 1H-azole-1-carbodithioates (7-27) and evaluated for spermicidal/microbicidal activities against human sperm, Trichomonas vaginalis and Candida species. Seventeen compounds (7-14, 16-18 and 20-25) showed spermicidal activity at MEC 1.0% (w/v) and permanently immobilized 100% normal human spermatozoa within ∼30 s. Seventeen compounds (7-11, 13-18 and 20-25) exhibited anti-Candida activity (IC50 1.26-47.69 μg/mL). All compounds were devoid of bactericidal activity against four bacterial strains (50.00 μg/mL) and antiprotozoal activity against Trichomonas vaginalis (200.00 μg/mL). Four promising compounds (10, 17, 20 and 22) have better safety profile as compared to Nonoxynol-9 (N-9). Docking study was done to visualize the possible interaction of designed scaffold with prospective receptor (Cyp51) of Candida albicans.

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Qamar, N.; Sultan, H.; Raheel, A.; Ashfaq, M.; Azmat, R.; Naz, R.; Lateef, M.; Khan, K.Mohammed.; Arshad, T. 2019: Heterochelates of metals as an effective anti - Urease agents couple with their docking studies Pakistan Journal of Pharmaceutical Sciences 32(3 ): 1179-1183
Abd El-Salam, O.I.; Abou El Ella, D.A.; Ismail, N.S.M.; Abdullah, M. 2009: Synthesis, docking studies and anti-inflammatory activity of some 2-amino-5,6,7,8-tetrahydroquinoline-3-carbonitriles and related compounds Die Pharmazie 64(3): 147-155
Basoglu, S.; Yolal, M.; Demirci, S.; Demirbas, N.; Bektas, H.; Karaoglu, S.A. 2013: Design, synthesis and antimicrobial activities of some azole derivatives Acta Poloniae Pharmaceutica 70(2): 229-236
Tian, S.L.; Zhao, S.W.; Zhu, A.T.; Fang, Y.; Li, K.Q. 1993: Studies on anti-tumor agents. I: Synthesis and anti-cancer activity of amino acid derivatives of norcantharidin Yao Xue Xue Bao 28(11): 870-875
Singh, B.; Cutler, J.C.; Utidjian, H.M. 1972: Studies on the development of a vaginal preparation providing both prophylaxis against venereal disease and other genital infections and contraception. II. Effect in vitro of vaginal contraceptive and non-contraceptive preparations on Treponema pallidum and Neisseria gonorrhoeae British Journal of Venereal Diseases 48(1): 57-64
Irshad, M.; Abbasi, M.A.; Rehman, A.R.; Siddiqui, S.Z.; Ali, M.S.; Ashraf, M.; Ismail, T.; Ahmad, I.; Hassan, S.; Lodhi, M.A.; Jamal, S.B. 2016: Synthesis, biological screening and molecular docking studies of some ethylated sulfonamides having 1,4-Benzodioxane moiety Pakistan Journal of Pharmaceutical Sciences 29(6): 1913-1925
Perea, S. 2000: Azole resistance in Candida albicans Revista Espanola de Quimioterapia: Publicacion Oficial de la Sociedad Espanola de Quimioterapia 13(3): 314-317
Lown, J.W. 1988: Lexitropsins: rational design of DNA sequence reading agents as novel anti-cancer agents and potential cellular probes Anti-Cancer Drug Design 3(1): 25-40
Upmalis, D.; Creinin, M. 2000: Colposcopic Assessment of Vaginal Irritation Associated with Administration of Nonoxynol-9 Vaginal Contraceptive Film Compared to a Vaginal Contraceptive Suppository Fertility and Sterility 74(3): S71-S72
Chimirri, A.; Grasso, S.; Montforte, A.M.; Monforte, P.; Zappalà, M. 1994: Anti-HIV agents. III. Synthesis and in vitro anti-HIV activity of novel 1H,3H-thiazolo[3,4-a]imidazo[4,5-b]pyridines Farmaco 49(5): 345-348
Chimirri, A.; Grasso, S.; Monforte, A.M.; Monforte, P.; Rao, A.; Zappalà, M.; Bruno, G.; Nicolò, F.; Scopelliti, R. 1997: Anti-HIV agents. V. Synthesis, structure and in vitro anti-HIV activity of novel 1H,3H-naphtho[2',3':4,5]imidazo[1,2-c]thiazoles Farmaco 52(11): 673-677
Jensen, J.T.; Archer, D.F.; Westhoff, C.L.; Nelson, A.L.; Graham, S.; Bernick, B. 2023: Satisfaction with a Segesterone Acetate and Ethinyl Estradiol Contraceptive Vaginal System Among Recent Oral Contraceptive or Hormonal Contraceptive Vaginal Ring Users Journal of Women's Health 32(7): 808-815
Lu, Y.L.; Huang, J.X.; Zhang, H.L. 1988: Synthesis and anti-Candida albicans activity of L-4-oxalysine-containing oligopeptides Yao Xue Xue Bao 23(7): 504-510
Kan, V.L.; Geber, A.; Bennett, J.E. 1996: Enhanced oxidative killing of azole-resistant Candida glabrata strains with ERG11 deletion Antimicrobial Agents and ChemoTherapy 40(7): 1717-1719
Bala, V.; Jangir, S.; Kumar, V.; Mandalapu, D.; Gupta, S.; Kumar, L.; Kushwaha, B.; Chhonker, Y.S.; Krishna, A.; Maikhuri, J.P.; Shukla, P.K.; Bhatta, R.S.; Gupta, G.; Sharma, V.L. 2014: Design and synthesis of substituted morpholin/piperidin-1-yl-carbamodithioates as promising vaginal microbicides with spermicidal potential Bioorganic and Medicinal Chemistry Letters 24(24): 5782-5786
Jangir, S.; Bala, V.; Lal, N.; Kumar, L.; Sarswat, A.; Kumar, L.; Kushwaha, B.; Singh, P.; Shukla, P.K.; Maikhuri, J.P.; Gupta, G.; Sharma, V.L. 2014: A unique dithiocarbamate chemistry during design and synthesis of novel sperm-immobilizing agents Organic and Biomolecular Chemistry 12(19): 3090-3099
Qin, Z.H.; Xie, Y.Y. 1993: Studies on uranium mobilization agents VI: synthesis of 2,3-dihydroxy-4-carbomethoxybenzyl aminocarboxylic acid amides chelating agents Yao Xue Xue Bao 28(8): 619-622
Hassan, E.; Creatsas, G.; Gravanis, A.; Georgoulias, V.; Psychoyos, A. 1997: Anti-STD vaginal contraceptive sponges Annals of the new York Academy of Sciences 816: 451-456
Chinta, G.; Ramya Chandar Charles, M.; Klopčič, I.; Sollner Dolenc, M.; Periyasamy, L.; Selvaraj Coumar, M. 2015: In Silico and in Vitro Investigation of the Piperine's Male Contraceptive Effect: Docking and Molecular Dynamics Simulation Studies in Androgen-Binding Protein and Androgen Receptor Planta Medica 81(10): 804-812
Chen, X.-f.; Wu, Y.-b.; Jin, J.; Wang, R.-z.; Wang, C.; Liu, J. 2010: Design, synthesis of quinolinone acid-containing compounds with anti-HIV integrase activity Yao Xue Xue Bao 45(2): 263-267