Resorcinosides A and B, Glycosylated Alkylresorcinols from a Marine-Derived Strain of the Fungus Penicillium janthinellum

被引:16
作者
Choi, Byeoung-Kyu [1 ,2 ]
Thi Hoai Trinh Phan [3 ,4 ]
Hwang, Sunghoon [5 ]
Oh, Dong-Chan [5 ]
Kang, Jong Soon [6 ]
Lee, Hwa-Sun [2 ]
Thi Duy Ngoc Ngo [3 ]
Thi Thanh Van Tran [3 ,4 ]
Shin, Hee Jae [1 ,2 ]
机构
[1] UST, Dept Marine Biotechnol, 217 Gajungro, Daejeon 34113, South Korea
[2] KIOST, Marine Nat Prod Chem Lab, 385 Haeyang Ro, Busan 49111, South Korea
[3] Vietnam Acad Sci & Technol, Nha Trang Inst Technol Res & Applicat, 02 Hung Vuong, Nha Trang 650000, Vietnam
[4] Grad Univ Sci & Technol, Vietnam Acad Sci & Technol, 18 Hoang Quoc Viet, Hanoi 100000, Vietnam
[5] Seoul Natl Univ, Nat Prod Res Inst, Coll Pharm, Seoul 08826, South Korea
[6] Korea Res Inst Biosci & Biotechnol, Lab Anim Resource Ctr, 30 Yeongudanjiro, Cheongju 28116, South Korea
来源
JOURNAL OF NATURAL PRODUCTS | 2019年 / 82卷 / 11期
关键词
GLUCOSIDES; LEAVES; RYE;
D O I
10.1021/acs.jnatprod.9b00776
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Two new glycosylated alkylresorcinols, resorcinosides A (1) and B (2), were isolated from a strain of the fungus Penicillium janthinellum derived from a marine sediment sample collected from Cu Lao Cham Island, Vietnam. The structures of 1 and 2 were established by interpretation of 1D and 2D NMR and high-resolution ESIMS data, and their absolute configurations were confirmed by the coupling constant of the anomeric proton, acid hydrolysis, subsequent HPLC analysis, Mosher's method, and quantum-mechanics-based computational analysis of NMR chemical shifts. The structure elucidation indicated that 1 and 2 are new alkylresorcinols with D-glucose, and 2 has an a-pyrone moiety attached to the aromatic ring. Compound 1 exhibited cytotoxic activity against the NUGC-3 cancer cell line with a GI(50) value of 9.3 mu M.
引用
收藏
页码:3186 / 3190
页数:5
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