Synthesis and bioevaluation of novel steroidal isatin conjugates derived from epiandrosterone/androsterone

• Published in: Journal of enzyme inhibition and medicinal chemistry Vol. 34; no. 1; pp. 1607 - 1614
• Main Authors: Ke, Shaoyong, Zhang, Zhigang, Liu, Manli, Fang, Wei, Huang, Daye, Wan, Zhongyi, Zhou, Ronghua, Wang, Kaimei, Shi, Liqiao
• Format: Journal Article
• Language: English
• Published: ABINGDON Taylor & Francis 01.01.2019; Taylor & Francis Group
• Subjects: androsterone; Androsterone - analogs & derivatives; Androsterone - chemistry; Antineoplastic Agents, Phytogenic - chemical synthesis; Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - pharmacology; Biochemistry & Molecular Biology; Biological Products - chemical synthesis; Biological Products - chemistry; Biological Products - pharmacology; Cell Line, Tumor; Cell Proliferation - drug effects; Chemistry, Medicinal; conjugate; cytotoxic activity; Dose-Response Relationship, Drug; Drug Screening Assays, Antitumor; Epiandrosterone; Humans; isatin; Isatin - chemical synthesis; Isatin - chemistry; Isatin - pharmacology; Life Sciences & Biomedicine; Molecular Structure; Pharmacology & Pharmacy; Research Paper; Science & Technology; Steroids - chemical synthesis; Steroids - chemistry; Steroids - pharmacology; Structure-Activity Relationship; synthesis; androsterone; synthesis; DESIGN; ISOXAZOLINE; NATURAL-PRODUCTS; ANTICANCER AGENTS; DEHYDROEPIANDROSTERONE; isatin; DISCOVERY; Epiandrosterone; conjugate; IN-VITRO; INHIBITION; cytotoxic activity; DERIVATIVES
• ISSN: 1475-6366; 1475-6374
• DOI: 10.1080/14756366.2019.1659790

Steroids are classes of natural products widely distributed in nature, which have been demonstrated to exhibit broad biological functions, and have also attracted increasing interest from bioorganic and pharmaceutical researches. In order to develop novel chemical entities as potential cytotoxic agents, a series of steroidal isatin conjugations derived from epiandrosterone and androsterone were efficiently prepared and characterized, and all these obtained compounds were screened for their potential cytotoxic activities. The preliminary bioassay indicated that most of the newly synthesized compounds exhibited good cytotoxic activities against human gastric cancer (SGC-7901), melanoma (A875), and hepatocellular liver carcinoma (HepG2) cell lines compared with 5-fluorouracil (5-FU), which might be considered as promising scaffold for further development of potential anticancer agents.