Nodulisporic acids C, C1, and C2: a series of D-ring-opened nodulisporic acids from the fungus Nodulisporium sp

John G Ondeyka; Kevin Byrne; Diane Vesey; Deborah L Zink; Wesley L Shoop; Michael A Goetz; Sheo B Singh

doi:10.1021/np020339u

Nodulisporic acids C, C1, and C2: a series of D-ring-opened nodulisporic acids from the fungus Nodulisporium sp

J Nat Prod. 2003 Jan;66(1):121-4. doi: 10.1021/np020339u.

Authors

John G Ondeyka¹, Kevin Byrne, Diane Vesey, Deborah L Zink, Wesley L Shoop, Michael A Goetz, Sheo B Singh

Affiliation

¹ Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, USA. [email protected]

PMID: 12542359
DOI: 10.1021/np020339u

Abstract

Nodulisporic acids C (4a), C1 (5a), and C2 (6a), a series of D-ring-opened nodulisporic acids, were isolated from fermentations of a mutant culture of Nodulisporium sp. MF5954. Nodulisporic acid C, the most potent of the three, showed good activity against fleas with an LD90 of 10 micro g/mL. These compounds tend to be unstable in the free acid form and were isolated as stable sodium salts.

MeSH terms

Animals
Antiparasitic Agents / chemistry
Antiparasitic Agents / isolation & purification*
Antiparasitic Agents / pharmacology
Ascomycota / chemistry*
Cyclization
Diterpenes / chemistry
Diterpenes / isolation & purification*
Diterpenes / pharmacology
Indoles / chemistry
Indoles / isolation & purification*
Indoles / pharmacology
Molecular Structure
Siphonaptera / drug effects*
Structure-Activity Relationship

Substances

Antiparasitic Agents
Diterpenes
Indoles
nodulisporic acid C
nodulisporic acid C1
nodulisporic acid C2