Tags

Type your tag names separated by a space and hit enter

Microbial transformation of danazol with Cunninghamella blakesleeana and anti-cancer activity of danazol and its transformed products.
Steroids. 2016 Jan; 105:121-7.S

Abstract

Biotransformation of danazol (1) (17β-hydroxy-17α-pregna-2,4-dien-20-yno-[2,3-d]-isoxazole) with Cunninghamella blakesleeana yielded three new metabolites 2-4 and a known metabolite 5. These metabolites were identified as 14β,17β-dihydroxy-2-(hydroxymethyl)-17α-pregn-4-en-20-yn-3-one (2), 1α,17β-dihydroxy-17α-pregna-2,4-dien-20-yno-[2,3-d]-isoxazole (3), 6β,17β-dihydroxy-17α-pregna-2,4-dien-20-yno-[2,3-d]-isoxazole (4), and 17β-hydroxy-2-(hydroxymethyl)-17α-pregn-1,4-dien-20-yn-3-one (5). Danazol (1) and its derivatives were evaluated against cervical cancer cell line (HeLa). Compound 1 showed a potent cytotoxicity with IC50=0.283±0.013 μM, as compared to doxorubicin (IC50=0.506±0.015 μM), where compound 3 was also found to be significantly active with IC50=13.427±0.819 μM.

Authors+Show Affiliations

Department of Biology, American University of Beirut, Beirut 1107 2020, Lebanon. Electronic address: eliasbay@aub.edu.lb.Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan. Electronic address: atiatulwahab@gmail.com.H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.Department of Biology, American University of Beirut, Beirut 1107 2020, Lebanon.Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Department of Biochemistry, Faculty of Science, King Abdulaziz University, Jeddah 21412, Saudi Arabia. Electronic address: iqbal.choudhary@iccs.edu.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

26666360

Citation

Baydoun, Elias, et al. "Microbial Transformation of Danazol With Cunninghamella Blakesleeana and Anti-cancer Activity of Danazol and Its Transformed Products." Steroids, vol. 105, 2016, pp. 121-7.
Baydoun E, Atia-tul-Wahab , Mehmood H, et al. Microbial transformation of danazol with Cunninghamella blakesleeana and anti-cancer activity of danazol and its transformed products. Steroids. 2016;105:121-7.
Baydoun, E., Atia-tul-Wahab, ., Mehmood, H., Ahmad, M. S., Malik, R., Smith, C., & Choudhary, M. I. (2016). Microbial transformation of danazol with Cunninghamella blakesleeana and anti-cancer activity of danazol and its transformed products. Steroids, 105, 121-7. https://doi.org/10.1016/j.steroids.2015.11.010
Baydoun E, et al. Microbial Transformation of Danazol With Cunninghamella Blakesleeana and Anti-cancer Activity of Danazol and Its Transformed Products. Steroids. 2016;105:121-7. PubMed PMID: 26666360.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Microbial transformation of danazol with Cunninghamella blakesleeana and anti-cancer activity of danazol and its transformed products. AU - Baydoun,Elias, AU - Atia-tul-Wahab,, AU - Mehmood,Hina, AU - Ahmad,Malik Shoaib, AU - Malik,Rizwana, AU - Smith,Colin, AU - Choudhary,M Iqbal, Y1 - 2015/12/05/ PY - 2015/08/29/received PY - 2015/11/22/revised PY - 2015/11/29/accepted PY - 2015/12/16/entrez PY - 2015/12/17/pubmed PY - 2016/10/8/medline KW - Anti-cancer KW - Biotransformation KW - Cervical cancer cell line (HeLa) KW - Cunninghamella blakesleeana KW - Cytotoxicity KW - Danazol SP - 121 EP - 7 JF - Steroids JO - Steroids VL - 105 N2 - Biotransformation of danazol (1) (17β-hydroxy-17α-pregna-2,4-dien-20-yno-[2,3-d]-isoxazole) with Cunninghamella blakesleeana yielded three new metabolites 2-4 and a known metabolite 5. These metabolites were identified as 14β,17β-dihydroxy-2-(hydroxymethyl)-17α-pregn-4-en-20-yn-3-one (2), 1α,17β-dihydroxy-17α-pregna-2,4-dien-20-yno-[2,3-d]-isoxazole (3), 6β,17β-dihydroxy-17α-pregna-2,4-dien-20-yno-[2,3-d]-isoxazole (4), and 17β-hydroxy-2-(hydroxymethyl)-17α-pregn-1,4-dien-20-yn-3-one (5). Danazol (1) and its derivatives were evaluated against cervical cancer cell line (HeLa). Compound 1 showed a potent cytotoxicity with IC50=0.283±0.013 μM, as compared to doxorubicin (IC50=0.506±0.015 μM), where compound 3 was also found to be significantly active with IC50=13.427±0.819 μM. SN - 1878-5867 UR - https://www.unboundmedicine.com/medline/citation/26666360/Microbial_transformation_of_danazol_with_Cunninghamella_blakesleeana_and_anti_cancer_activity_of_danazol_and_its_transformed_products_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0039-128X(15)00297-4 DB - PRIME DP - Unbound Medicine ER -