Tricyclic and Spirobicyclic Norsesquiterpenes from the Endophytic Fungus  Pseudolagarobasidium acaciicola | Zendy

Wibowo Mario | Zendy; Prachyawarakorn Vilailak | Zendy; Aree Thammarat | Zendy; Wiyakrutta Suthep | Zendy; Mahidol Chulabhorn | Zendy; Ruchirawat Somsak | Zendy; Kittakoop Prasat | Zendy

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Tricyclic and Spirobicyclic Norsesquiterpenes from the Endophytic Fungus Pseudolagarobasidium acaciicola

Author(s) -

Wibowo Mario,

Prachyawarakorn Vilailak,

Aree Thammarat,

Wiyakrutta Suthep,

Mahidol Chulabhorn,

Ruchirawat Somsak,

Kittakoop Prasat

Publication year - 2014

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201402262

Subject(s) - tricyclic , chemistry , ring (chemistry) , stereochemistry , absolute configuration , organic chemistry

The new tricyclic and spirobicyclic norsesquiterpenes 1 and 2 and the new nor‐chamigrane endoperoxide 3 , together with the known sesquiterpenes steperoxide A ( 4 ), merulin B ( 5 ), and merulin C ( 6 ), were isolated from the endophytic fungus Pseudolagarobasidium acaciicola . The structures and absolute configurations of 1 – 3 were determined by analysis of spectroscopic data, as well as by single‐crystal X‐ray analysis. Compound 1 has a previously unobserved 6/5/5 fused tricyclic ring system, in which the five‐membered (middle) ring is, as revealed by X‐ray analysis, perpendicular to a six‐membered ring. Compound 2 possesses a hitherto unknown 5/6 fused spirobicyclic ring system. The cytotoxic activities of the isolated compounds 1 – 6 were evaluated.

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