Terpenoid constituents and antifungal activity of Aglaia forbesii seed against phytopathogens

• Published in: Canadian journal of chemistry Vol. 88; no. 9; pp. 937 - 944
• Main Authors: Joycharat, Nantiya, Plodpai, Patimaporn, Panthong, Kanda, Yingyongnarongkul, Boon-ek, Voravuthikunchai, Supayang Piyawan
• Format: Journal Article
• Language: English
• Published: OTTAWA CANADIAN SCIENCE PUBLISHING, NRC RESEARCH PRESS 01.09.2010; NRC Research Press; Canadian Science Publishing NRC Research Press
• Subjects: Aglaia forbesii; antifongique; antifungal; Antifungal agents; Chemical compounds; Chemical properties; Chemistry; Chemistry, Multidisciplinary; Control; dammarane; Fungi; Fungi, Phytopathogenic; Mahogany; Meliaceae; Microporus; Organic chemistry; Pathogens; Physical Sciences; Physiological aspects; Phytophthora; Phytophthora botryosa; Phytophthora palmivora; Rigidoporus microporus; Science & Technology; Seeds; Spectrum analysis; Terpenoids; triterpenes; triterpènes; Thailand; ROCAGLAMIDE DERIVATIVES; Phytophthora botryosa; LEAVES; STEREOCHEMISTRY; BISAMIDES; Phytophthora palmivora; dammarane; Rigidoporus microporus; Meliaceae; SILVESTRIS; DAMMARANE TRITERPENOIDS; antifungal; Aglaia forbesii; FLAVAGLINES; ARGENTEA; triterpenes; LIGNANS
• ISSN: 0008-4042; 1480-3291
• DOI: 10.1139/V10-085

Two new trisnortriterpenoids possessing a -lactone ring linked to the D-ring of a 3,4-secodammarane skeleton in a 20R configuration, named isoeichlerialactone ( 1 ) and methyl isoeichlerialactone ( 2 ), were isolated from the seed of Aglaia forbesii , along with the three dammarane triterpenes, isocabralealactone ( 3 ), isoeichlerianic acid ( 4 ), and aglinin A ( 5 ), the sesquiterpene spathulenol ( 6 ), and the widespread sterols -sitosterol and stigmasterol. Their structures were established based on detailed spectroscopic analysis. Antifungal activity of A. forbesii seed against three phytopathogens, Phytophthora botryosa , P. palmivora , and Rigidoporus microporus , was carried out using the mycelium inhibition test and broth microdilution technique. Superior activity was exhibited by hexane and dichloromethane fractions containing the compounds 1 , 4 , and 5 as the main components. Subsequent antiphytopathogenic fungi tests proved that compounds 1 , 4 , and 5 possessed good antifungal activity.