JOURNAL ARTICLE

Phragmalin-Type Limonoid Orthoesters from Chukrasia tabularis var. velutina

Jun LuoJunsong WangXiaobing WangJian‐Guang LuoLingyi Kong

Year: 2011 Journal:   Chemical and Pharmaceutical Bulletin Vol: 59 (2)Pages: 225-230   Publisher: Pharmaceutical Society of Japan

Abstract

Nine new phragmalin-type limonoid orthoesters, tabulalides F-N (1-9), together with three known compounds, tabulalides C and D, and tabularisin N (10-12), were isolated from the stem bark of Chukrasia tabularis var. velutina. Extensive spectroscopic technologies were applied to elucidate the structures of these new compounds, including the application of circular dichroism (CD) exciton chirality method for the determination of the absolute configurations of 1 and 2. Tabulalide F (1) has a rare orthoisobutylate moiety in phragmalin-type limonoid orthoesters. These compounds were evaluated for cytotoxic activity against five human cancer cell lines in vitro. Tabulalide G (2) exhibits moderate cytotoxic activity against MCF-7 with IC(50) value of 20.4 µmol/l, and other compounds have weak inhibitory effects on the growth of tested tumor cells.

Keywords:
Limonoid Chemistry Circular dichroism Moiety Stereochemistry Chirality (physics)

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Citation History

Topics

Phytochemical compounds biological activities
Life Sciences →  Biochemistry, Genetics and Molecular Biology →  Molecular Biology
Natural product bioactivities and synthesis
Life Sciences →  Biochemistry, Genetics and Molecular Biology →  Molecular Biology
Phytochemistry and Bioactivity Studies
Life Sciences →  Pharmacology, Toxicology and Pharmaceutics →  Pharmacology
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