New hemisynthetic manoyl oxide derivatives with antimicrobial activity

E Kalpoutzakis; N Aligiannis; S Mitaku; L Chinou; C Charvala; A L Skaltsounis

doi:10.1248/cpb.49.814

New hemisynthetic manoyl oxide derivatives with antimicrobial activity

Chem Pharm Bull (Tokyo). 2001 Jul;49(7):814-7. doi: 10.1248/cpb.49.814.

Authors

E Kalpoutzakis¹, N Aligiannis, S Mitaku, L Chinou, C Charvala, A L Skaltsounis

Affiliation

¹ Laboratory of Pharmacognosy, University of Athens, Panepistimiopolis, Zografou, Greece.

PMID: 11456084
DOI: 10.1248/cpb.49.814

Abstract

The synthesis and antimicrobial activity of ten labdane-type diterpenes derived from ent-3-beta-hydroxy-13-epi-manoyl oxide (ribenol) is reported. The chloroethyl carbamidic ester 9 showed the strongest antimicrobial activity against all the tested gram (+), gram (-) bacteria and pathogenic fungi. Moreover, the glycoside 11 exhibited an interesting activity against the three tested fungi.

MeSH terms

Anhydrides
Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / pharmacology*
Carboxylic Acids / chemical synthesis
Carboxylic Acids / pharmacology
Klebsiella pneumoniae / drug effects
Magnetic Resonance Spectroscopy
Microbial Sensitivity Tests
Pseudomonas aeruginosa / drug effects
Staphylococcus / drug effects
Terpenes / chemical synthesis*
Terpenes / pharmacology*

Substances

Anhydrides
Anti-Bacterial Agents
Carboxylic Acids
Terpenes