Phenalenones from a Marine-Derived Fungus Penicillium sp.

被引：20

作者：

Park, Sung Chul ^{[1
]}

Julianti, Elin ^{[1
,2
]}

Ahn, Sungjin ^{[1
]}

Kim, Donghwa ^{[1
]}

Lee, Sang Kook ^{[1
]}

Noh, Minsoo ^{[1
]}

Oh, Dong-Chan ^{[1
]}

Oh, Ki-Bong ^{[3
]}

Shin, Jongheon ^{[1
]}

机构：

[1] Seoul Natl Univ, Coll Pharm, Nat Prod Res Inst, San 56-1, Seoul 151742, South Korea

[2] Bandung Inst Technol, Sch Pharm, Jl Ganesha 10, Bandung 40132, Indonesia

[3] Seoul Natl Univ, Coll Agr & Life Sci, Dept Agr Biotechnol, San 56-1, Seoul 151921, South Korea

来源：

MARINE DRUGS | 2019年 / 17卷 / 03期

基金：

新加坡国家研究基金会;

关键词：

herqueinones; phenalenones; Penicillium sp; marine-derived fungi; adipogenesis; anti-angiogenesis; anti-inflammatory; SCLERODERRIS CANKER FUNGUS; HERQUEINONE; METABOLITES; BIOSYNTHESIS; ANGIOGENESIS; ATROVENETIN; ACETYLATION; INHIBITORS; ALCOHOLS; PHENOLS;

D O I：

10.3390/md17030176

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Six new phenalenone derivatives (1-6), along with five known compounds (7-11) of the herqueinone class, were isolated from a marine-derived fungus Penicillium sp. The absolute configurations of these compounds were assigned based on chemical modifications and their specific rotations. 4-Hydroxysclerodin (6) and an acetone adduct of a triketone (7) exhibited moderate anti-angiogenetic and anti-inflammatory activities, respectively, while ent-peniciherqueinone (1) and isoherqueinone (9) exhibited moderate abilities to induce adipogenesis without cytotoxicity.

引用

页数：16

共 30 条

[1] 2-Formyl-komarovicine promotes adiponectin production in human mesenchymal stem cells through PPARγ partial agonism [J].

Ahn, Sungjin ;

Lee, Moonyoung ;

An, Seungchan ;

Hyun, Sooyeol ;

Hwang, Jiho ;

Lee, Jongkook ;

Noh, Minsoo .

BIOORGANIC & MEDICINAL CHEMISTRY, 2018, 26 (05) :1069-1075

[2] METABOLITES PRODUCED BY THE SCLERODERRIS CANKER FUNGUS, GREMMENIELLA-ABIETINA .2. THE STRUCTURE OF SCLERODEROLIDE [J].

AYER, WA ;

HOYANO, Y ;

PEDRAS, MS ;

CLARDY, J ;

ARNOLD, E .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1987, 65 (04) :748-753

[3] METABOLITES PRODUCED BY THE SCLERODERRIS CANKER FUNGUS, GREMMENIELLA-ABIETINA .1. [J].

AYER, WA ;

HOYANO, Y ;

PEDRAS, MS ;

VANALTENA, I .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1986, 64 (08) :1585-1589

[4] SCLERODIN AND RELATED-COMPOUNDS FROM A PLANT-DISEASE CAUSING FUNGUS - SCLERODERRIS YELLOW [J].

AYER, WA ;

KAMADA, M ;

MA, YT .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1989, 67 (12) :2089-2094

[5] THE CONSTITUTIONS OF ATROVENETIN AND OF SOME RELATED HERQUEINONE DERIVATIVES [J].

BARTON, DHR ;

DEMAYO, P ;

MORRISON, GA ;

RAISTRICK, H .

TETRAHEDRON, 1959, 6 (01) :48-62

[6] PYRIDINE-CATALYSED ACETYLATION OF PHENOLS AND ALCOHOLS BY ACETIC ANHYDRIDE [J].

BONNER, TG ;

MCNAMARA, P .

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1968, (07) :795-&

[7]

BROOKS JS, 1970, TETRAHEDRON LETT, P963

[8] Angiogenesis in cancer and other diseases [J].

Carmeliet, P ;

Jain, RK .

NATURE, 2000, 407 (6801) :249-257

[9] STRUCTURES OF HERQUEINONE, ISOHERQUEINONE, NORHERQUEINONE [J].

CASON, J ;

KOCH, CW ;

CORREIA, JS .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (01) :179-&

[10] RETRACTED: The Anti-Inflammatory Effects of Shinbaro3 Is Mediated by Downregulation of the TLR4 Signalling Pathway in LPS-Stimulated RAW 264.7 Macrophages (Retracted article. See vol. 2020, 2020) [J].

Chung, Hwa-Jin ;

Koh, Wonil ;

Kim, Won Kyung ;

Shin, Joon-Shik ;

Lee, Jinho ;

Lee, Sang Kook ;

Ha, In-Hyuk .

MEDIATORS OF INFLAMMATION, 2018, 2018

← 1 2 3 →