γ-Lactones and ent-Eudesmane Sesquiterpenes from the Endophytic Fungus Eutypella sp BCC 13199

被引：60

作者：

Isaka, Masahiko ^{[1
]}

Palasarn, Somporn ^{[1
]}

Lapanun, Sanisa ^{[1
]}

Chanthaket, Rungtiwa ^{[1
]}

Boonyuen, Nattawut ^{[1
]}

Lumyong, Saisamorn ^{[2
]}

机构：

[1] Natl Ctr Genet Engn & Biotechnol BIOTEC, Klongluang 12120, Pathumthani, Thailand

[2] Chiang Mai Univ, Fac Sci, Dept Biol, Chiang Mai 50200, Thailand

来源：

JOURNAL OF NATURAL PRODUCTS | 2009年 / 72卷 / 09期

关键词：

DERIVATIVES;

D O I：

10.1021/np900316x

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Two new gamma-lactones, eutypellins A (1) and B (2), and two ent-eudesmane sesquiterpenes, ent-4(15)-eudesmen-1 1-ol-1-one (3) and ent-4(15)-eudesmen-1 alpha,11-diol (4), together with three known pimarane diterpenes, diaporthein B, scopararane A, and libertellenone C, were isolated from the endophytic fungus Eutypella sp. BCC 13199. The structures of these compounds were elucidated by interpretation of spectroscopic data. The absolute configuration of 4 was confirmed by application of the modified Mosher's method. Eutypellin A (1) and sesquiterpene 3 exhibited weak cytotoxic activities.

引用

页码：1720 / 1722

页数：3

共 15 条

[1] A NEW SESQUITERPENE ALCOHOL FROM PTEROCARPUS-MARSUPIUM [J].

ADINARAYANA, D ;

SYAMASUNDAR, KV .

PHYTOCHEMISTRY, 1982, 21 (05) :1083-1085

[2] TOTAL SYNTHESIS OF (+)-BALANITOL AND OF (+)-SELIN-4-(15)-ENE-1-BETA,11-DIOL [J].

ANGLEA, TA ;

PINDER, AR .

TETRAHEDRON, 1987, 43 (23) :5537-5543

[3] Improved green fluorescent protein reporter gene-based microplate screening for antituberculosis compounds by utilizing an acetamidase promoter [J].

Changsen, C ;

Franzblau, SG ;

Palittapongarnpim, P .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2003, 47 (12) :3682-3687

[4] NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].

DALE, JA ;

MOSHER, HS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519

[5] Antimycobacterial pimarane diterpenes from the fungus Diaporthe sp. [J].

Dettrakul, S ;

Kittakoop, P ;

Isaka, M ;

Nopichai, S ;

Suyarnsestakorn, C ;

Tanticharoen, M ;

Thebtaranonth, Y .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (07) :1253-1255

[6] Sesquiterpenes from Cymbopogon proximus [J].

El-Askary, HI ;

Meselhy, MR ;

Galal, AM .

MOLECULES, 2003, 8 (09) :670-677

[7] Natural products from plant-associated microorganisms: Distribution, structural diversity, bioactivity, and implications of their occurrence [J].

Gunatilaka, AAL .

JOURNAL OF NATURAL PRODUCTS, 2006, 69 (03) :509-526

[8]

ITOKAWA H, 1983, CHEM PHARM BULL, V31, P1991

[9] Investigation of the Alamar Blue (resazurin) fluorescent dye for the assessment of mammalian cell cytotoxicity [J].

O'Brien, J ;

Wilson, I ;

Orton, T ;

Pognan, F .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 2000, 267 (17) :5421-5426

[10] Libertellenones A-D: Induction of cytotoxic diterpenoid biosynthesis by marine microbial competition [J].

Oh, DC ;

Jensen, PR ;

Kauffman, CA ;

Fenical, W .

BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (17) :5267-5273

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