Purpurogemutantin and Purpurogemutantidin, New Drimenyl Cyclohexenone Derivatives Produced by a Mutant Obtained by Diethyl Sulfate Mutagenesis of a Marine-Derived Penicillium purpurogenum G59Report as inadecuate




Purpurogemutantin and Purpurogemutantidin, New Drimenyl Cyclohexenone Derivatives Produced by a Mutant Obtained by Diethyl Sulfate Mutagenesis of a Marine-Derived Penicillium purpurogenum G59 - Download this document for free, or read online. Document in PDF available to download.

1

Beijing Institute of Pharmacology and Toxicology, Beijing 100850, China

2

Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China

3

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China

4

Institute of Traditional Chinese Medicine & Natural Products, Jinan University, Guangzhou 510632, China





*

Author to whom correspondence should be addressed.



Abstract Two new drimenyl cyclohexenone derivatives, named purpurogemutantin 1 and purpurogemutantidin 2, and the known macrophorin A 3 were isolated from a bioactive mutant BD-1-6 obtained by random diethyl sulfate DES mutagenesis of a marine-derived Penicillium purpurogenum G59. Structures and absolute configurations of 1 and 2 were determined by extensive spectroscopic methods, especially 2D NMR and electronic circular dichroism ECD analysis. Possible biosynthetic pathways for 1–3 were also proposed and discussed. Compounds 1 and 2 significantly inhibited human cancer K562, HL-60, HeLa, BGC-823 and MCF-7 cells, and compound 3 also inhibited the K562 and HL-60 cells. Both bioassay and chemical analysis HPLC, LC-ESIMS demonstrated that the parent strain G59 did not produce 1–3, and that DES-induced mutations in the mutant BD-1-6 activated some silent biosynthetic pathways in the parent strain G59, including one set for 1–3 production. View Full-Text

Keywords: purpurogemutantin; purpurogemutantidin; sesquiterpene; meroterpenoid; structure determination; antitumor activity; Penicillium purpurogenum; marine-derived fungus; DES mutagenesis purpurogemutantin; purpurogemutantidin; sesquiterpene; meroterpenoid; structure determination; antitumor activity; Penicillium purpurogenum; marine-derived fungus; DES mutagenesis





Author: Shi-Ming Fang 1,2, Cheng-Bin Cui 1,2,* , Chang-Wei Li 1, Chang-Jing Wu 1, Zhi-Jun Zhang 1, Li Li 3, Xiao-Jun Huang 4 and Wen-Cai Ye 4

Source: http://mdpi.com/



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