Two new quassinoids and other constituents from Picrasma javanica wood, and their biological activities

Journal of Natural Medicines
PremaHiroyuki Morita

Abstract

Picrasma javanica Blume (Simaroubaceae) is a medium-sized tree that is distributed widely in tropical Asia. In our previous study, we isolated quassinoids from P. javanica bark collected in Myanmar, and reported their antiproliferative activities. In our ongoing research for the discovery of bioactive compounds from Myanmar medicinal plants, two new quassinoids, (16R)-methoxyjavanicin B (1) and (16S)-methoxyjavanicin B (2), along with seven known compounds (3-9), were isolated during the phytochemical investigation of the CHCl3 soluble portion of the MeOH extract of P. javanica wood. The structures of the new compounds were elucidated by analyses of their spectroscopic data (1D- and 2D-NMR, HRESIMS, and CD). A cytotoxicity assay revealed that compound 8 showed moderate activities against all tested cancer cell lines, the human lung (A549), breast (MCF7), and cervical (HeLa), and the normal fibroblast cell line, with IC50 values ranging from 48.6 to 65.9 μM. Furthermore, the antibacterial assay demonstrated that 1 and 2 had the highest activities (MIC value of 1.6 μM each), followed by 5 and 3 (MIC values of 3.1 and 6.3 μM, respectively) against the Gram-positive bacterium B. subtilis.

References

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Dec 3, 2005·Zeitschrift Für Naturforschung. C, a Journal of Biosciences·Simone M de SouzaArtur Smânia
Nov 26, 2015·Journal of Natural Products·Nwet Nwet WinHiroyuki Morita
Apr 30, 2017·Journal of Natural Medicines·Parinuch ChumkaewTheera Srisawat
Jul 7, 2017·Journal of Natural Medicines·Nwet Nwet WinHiroyuki Morita
Sep 25, 2017·Journal of Natural Medicines·Takuya ItoHiroyuki Morita

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Citations

May 17, 2019·Journal of Natural Medicines·Alfarius Eko Nugroho, Hiroshi Morita
Dec 14, 2019·Journal of Natural Medicines·Dae-Won KiHiroyuki Morita
Apr 25, 2020·Journal of Natural Medicines· PremaHiroyuki Morita
Mar 9, 2019·Journal of Natural Medicines·Yusuke HirasawaHiroshi Morita
Jan 20, 2021·Journal of Natural Medicines·Alfarius Eko NugrohoHiroshi Morita
Jan 23, 2021·Journal of Natural Medicines·Alfarius Eko NugrohoHiroshi Morita
Apr 23, 2021·Phytochemistry·Zhi-Kang DuanXiao-Xiao Huang
Jul 2, 2021·Computational and Structural Biotechnology Journal·Cai LuMing Zhao
Aug 6, 2021·Journal of Natural Medicines·Alfarius Eko NugrohoHiroshi Morita
Jul 2, 2021·Journal of Natural Products·Jian-Jun ChenJian-Min Yue
Aug 31, 2021·Natural Product Research·Jorge Ibarra-BerumenCynthia Ordaz-Pichardo

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Methods Mentioned

BETA
X-ray
NMR
circular dichroism

Software Mentioned

RI
DFT
Turbomole

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