Tetrahedron, Volume 73, Issue 12, Pages 1594-1601 , 01/01/2017

Terpenoids with potent antimycobacterial activity against Mycobacterium tuberculosis from Trigonostemon reidioides roots

Praphakorn Kaemchantuek, Ratchanaporn Chokchaisiri, Samran Prabpai, Palangpon Kongsaeree, Warangkana Chunglok, Tanyarath Utaipan, Walee Chamulitrat, Apichart Suksamrarn

Abstract

Phytochemical investigation of Trigonostemon reidioides roots led to the isolation of fourteen compounds. These included six new diterpenoids, trigonoreidons A−F (1−6), together with eight known diterpenoids 7−14. The structures of the new compounds were elucidated by spectroscopic techniques and the absolute configuration at the asymmetric carbon was determined by the modified Mosher's method. The structure of trigonoreidon B (2) was confirmed by X-ray crystallographic analysis. The known compounds were identified by comparison of the spectroscopic and physical data with those of reported values. The isolated compounds were evaluated for antimycobacterial activity against Mycobacterium tuberculosis. Among the compounds that exhibited antimycobacterial activity, the diterpenoids rediocide C (12) and rediocide G (14) were the most active compounds, with the MIC value of 3.84 μM.

Document Type

Article

Source Type

Journal

Keywords

Antimycobacterial activityDiterpenoidsTrigonostemon reidioides

ASJC Subject Area

Chemistry : Organic ChemistryPharmacology, Toxicology and Pharmaceutics : Drug DiscoveryBiochemistry, Genetics and Molecular Biology : Biochemistry


Bibliography


Kaemchantuek, P., Chokchaisiri, R., Prabpai, S., Kongsaeree, P., Chunglok, W., Utaipan, T., Chamulitrat, W., ... Suksamrarn, A. (2017). Terpenoids with potent antimycobacterial activity against Mycobacterium tuberculosis from Trigonostemon reidioides roots. Tetrahedron, 73(12) 1594-1601. doi:10.1016/j.tet.2017.02.006

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