Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities

Prema; Chin Piow Wong; Takeshi Kodama; Alfarius Eko Nugroho; Ahmad H. El-Desoky; Maurice Ducret Awouafack; Yi Yi Win; Hla Ngwe; Ikuro Abe; Hiroshi Morita; Hiroyuki Morita

doi:10.1007/s11418-020-01411-y

Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities

Prema, Chin Piow Wong, Takeshi Kodama, Alfarius Eko Nugroho, Ahmad H. El-Desoky, Maurice Ducret Awouafack, Yi Yi Win, Hla Ngwe, Ikuro Abe, Hiroshi Morita, Hiroyuki Morita^*

^*Corresponding author for this work

Section of Natural Products & Drug Discovery, Division of Medicinal Resources, Institute of Natural Medicine

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

Three new quassinoids, javanicinols A and B (1 and 2) and 4-keto-(16S)-methoxyjavanicin B (3), together with three known quassinoids (4–6) were isolated from the chloroform-soluble fraction of the methanol extract of the Picrasma javanica wood. The structures of 1–3 were determined by spectroscopic analyses, including 1D and 2D NMR, HRESIMS, and CD. The anti-HIV-1 viral protein R (Vpr) assay revealed that 1 and 2 exhibited potent anti-Vpr activities at 1.25 μM. Furthermore, the assay also revealed the potent anti-Vpr activities of (16R)-methoxyjavanicin B (7) and (16S)-methoxyjavanicin B (8), which were previously isolated from the Picrasma javanica wood.

Original language	English
Pages (from-to)	571-578
Number of pages	8
Journal	Natural Medicines
Volume	74
Issue number	3
DOIs	https://doi.org/10.1007/s11418-020-01411-y
State	Published - 2020/06/01

Keywords

Picrasma javanica
Quassinoids
SAR
Viral protein R

ASJC Scopus subject areas

Molecular Medicine

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10.1007/s11418-020-01411-y

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title = "Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities",

abstract = "Three new quassinoids, javanicinols A and B (1 and 2) and 4-keto-(16S)-methoxyjavanicin B (3), together with three known quassinoids (4–6) were isolated from the chloroform-soluble fraction of the methanol extract of the Picrasma javanica wood. The structures of 1–3 were determined by spectroscopic analyses, including 1D and 2D NMR, HRESIMS, and CD. The anti-HIV-1 viral protein R (Vpr) assay revealed that 1 and 2 exhibited potent anti-Vpr activities at 1.25 μM. Furthermore, the assay also revealed the potent anti-Vpr activities of (16R)-methoxyjavanicin B (7) and (16S)-methoxyjavanicin B (8), which were previously isolated from the Picrasma javanica wood.",

keywords = "Picrasma javanica, Quassinoids, SAR, Viral protein R",

author = "Prema and Wong, {Chin Piow} and Takeshi Kodama and Nugroho, {Alfarius Eko} and El-Desoky, {Ahmad H.} and Awouafack, {Maurice Ducret} and Win, {Yi Yi} and Hla Ngwe and Ikuro Abe and Hiroshi Morita and Hiroyuki Morita",

note = "Publisher Copyright: {\textcopyright} 2020, The Japanese Society of Pharmacognosy.",

year = "2020",

month = jun,

day = "1",

doi = "10.1007/s11418-020-01411-y",

language = "英語",

volume = "74",

pages = "571--578",

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T1 - Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities

AU - Prema,

AU - Wong, Chin Piow

AU - Kodama, Takeshi

AU - Nugroho, Alfarius Eko

AU - El-Desoky, Ahmad H.

AU - Awouafack, Maurice Ducret

AU - Win, Yi Yi

AU - Ngwe, Hla

AU - Abe, Ikuro

AU - Morita, Hiroshi

AU - Morita, Hiroyuki

PY - 2020/6/1

Y1 - 2020/6/1

N2 - Three new quassinoids, javanicinols A and B (1 and 2) and 4-keto-(16S)-methoxyjavanicin B (3), together with three known quassinoids (4–6) were isolated from the chloroform-soluble fraction of the methanol extract of the Picrasma javanica wood. The structures of 1–3 were determined by spectroscopic analyses, including 1D and 2D NMR, HRESIMS, and CD. The anti-HIV-1 viral protein R (Vpr) assay revealed that 1 and 2 exhibited potent anti-Vpr activities at 1.25 μM. Furthermore, the assay also revealed the potent anti-Vpr activities of (16R)-methoxyjavanicin B (7) and (16S)-methoxyjavanicin B (8), which were previously isolated from the Picrasma javanica wood.

AB - Three new quassinoids, javanicinols A and B (1 and 2) and 4-keto-(16S)-methoxyjavanicin B (3), together with three known quassinoids (4–6) were isolated from the chloroform-soluble fraction of the methanol extract of the Picrasma javanica wood. The structures of 1–3 were determined by spectroscopic analyses, including 1D and 2D NMR, HRESIMS, and CD. The anti-HIV-1 viral protein R (Vpr) assay revealed that 1 and 2 exhibited potent anti-Vpr activities at 1.25 μM. Furthermore, the assay also revealed the potent anti-Vpr activities of (16R)-methoxyjavanicin B (7) and (16S)-methoxyjavanicin B (8), which were previously isolated from the Picrasma javanica wood.

KW - Picrasma javanica

KW - Quassinoids

KW - SAR

KW - Viral protein R

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U2 - 10.1007/s11418-020-01411-y

DO - 10.1007/s11418-020-01411-y

M3 - 学術論文

C2 - 32328863

AN - SCOPUS:85083767102

SN - 1340-3443

VL - 74

SP - 571

EP - 578

JO - Natural Medicines

JF - Natural Medicines

IS - 3

ER -

Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities

Abstract

Keywords

ASJC Scopus subject areas

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