A New 1,5‐Dihydroxy‐4‐methoxyisoquinoline from Scolopendra subspinipes mutilans

• Published in: Chemistry & biodiversity Vol. 14; no. 6
• Main Authors: Guo, Ya‐Ru, Wu, Peng‐Xiang, Xu, Han‐Mei, Qi, Wei‐Yan
• Format: Journal Article
• Language: English
• Published: Switzerland Wiley Subscription Services, Inc 01.06.2017
• Subjects: Animals; Anticancer properties; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Arthropods - chemistry; Cancer; Carcinoma, Squamous Cell - drug therapy; Cell adhesion & migration; Cell Line, Tumor; Cell migration; Cell Movement - drug effects; Cytotoxic activities; Cytotoxicity; Endothelial cells; Epithelial cells; Esophageal Neoplasms - drug therapy; Esophageal Squamous Cell Carcinoma; Esophagus; Humans; Inhibitory Concentration 50; Isoquinoline alkaloid; Isoquinolines - isolation & purification; Isoquinolines - pharmacology; Migration; Scolopendra subspinipes mutilans; Structure-Activity Relationship; Toxicity; Tumors; Umbilical vein; Isoquinoline alkaloid; Scolopendra subspinipes mutilans; Migration; Cytotoxic activities; Cancer
• ISSN: 1612-1872; 1612-1880
• DOI: 10.1002/cbdv.201600478

A new isoquinoline, 1,5‐dihydroxy‐4‐methoxyisoquinoline (1), was obtained from Scolopendra subspinipes mutilans. Compound 1 showed moderate cytotoxicity on tumour cells with IC50 values ranging from 13 to 26 μm against five esophageal squamous cancer cells whereas low cytotoxicity against normal human esophageal epithelial cells. Isoquinoline ring oxidized at C(1), C(4), and C(5) can enhance its cytotoxicity. In addition, compound 1 showed potent inhibitory effect (inhibition rate > 50% at 13 μm) on cell migration in human umbilical vein endothelial cells. This article mainly studies the structure and activity of 1, and more modification of 1 as a potential anticancer agent.