Penicacids E-G, three new mycophenolic acid derivatives from the marine-derived fungus Penicillium parvum HDN17-478

Xiao-Hui Chen; Guo-Liang Zhou; Chun-Xiao Sun; Xiao-Min Zhang; Guo-Jian Zhang; Tian-Jiao Zhu; Jing Li; Qian Che; De-Hai Li

doi:10.1016/S1875-5364(20)60027-9

Penicacids E-G, three new mycophenolic acid derivatives from the marine-derived fungus Penicillium parvum HDN17-478

Chin J Nat Med. 2020 Nov;18(11):850-854. doi: 10.1016/S1875-5364(20)60027-9.

Authors

Xiao-Hui Chen¹, Guo-Liang Zhou¹, Chun-Xiao Sun¹, Xiao-Min Zhang¹, Guo-Jian Zhang², Tian-Jiao Zhu², Jing Li¹, Qian Che³, De-Hai Li²

Affiliations

¹ Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
² Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China; Laboratory for Marine Drugs and Bioproducts of Qingdao Pilot National Laboratory for Marine Science and Technology, Qingdao, 266237, China.
³ Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China; Laboratory for Marine Drugs and Bioproducts of Qingdao Pilot National Laboratory for Marine Science and Technology, Qingdao, 266237, China. Electronic address: cheqian064@ouc.edu.cn.

PMID: 33308607
DOI: 10.1016/S1875-5364(20)60027-9

Abstract

Three new mycophenolic acid derivatives, penicacids E-G (1-3), together with three known analogues, mycophenolic acid (4), 4'-hydroxy-mycophenolic acid (5) and mycophenolic methyl ester (6), were isolated from a marine-derived fungus Penicillium parvum HDN17-478 from a South China Sea marine sediment sample. The structures of compounds 1-3 were elucidated by HRMS, NMR, and Mosher's method. Among them, compounds 1 and 2 were the first examples of mycophenolic acid analogs with a double bond at C-3'/C-4' position. The cytotoxicity of 1-6 was evaluated against the HCT-116, BEL-7402, MGC-803, SH-SY5Y, HO-8910 and HL-60 cell lines, and compounds 4 and 6 showed potent cytotoxicity with IC₅₀ values ranging from 1.69 to 12.98 μmol·L^-1.

Keywords: Cytotoxicity; Marine-derived fungus; Mycophenolic acid derivatives; Penicillium parvum.

MeSH terms

Aquatic Organisms / chemistry
Cell Line, Tumor
China
Drug Screening Assays, Antitumor
Geologic Sediments / microbiology
Humans
Molecular Structure
Mycophenolic Acid / analogs & derivatives*
Mycophenolic Acid / isolation & purification
Mycophenolic Acid / pharmacology
Pacific Ocean
Penicillium / chemistry*

Substances

Mycophenolic Acid

Supplementary concepts

Penicillium parvum