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

Anti-HIV Agents / chemistry Gene Products, vpr / antagonists & inhibitors HIV-1 / drug effects Picrasma / chemistry Plant Extracts / chemistry Quassins / chemistry Wood / chemistry
Picrasma javanica Quassinoids SAR Viral protein R

Journal

Journal of natural medicines
ISSN: 1861-0293
Titre abrégé: J Nat Med
Pays: Japan
ID NLM: 101518405

Informations de publication

Date de publication:
Jun 2020
Historique:
received: 28 02 2020
accepted: 09 04 2020
pubmed: 25 4 2020
medline: 28 7 2020
entrez: 25 4 2020
Statut: ppublish

Résumé

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.

Identifiants

DOI: 10.1007/s11418-020-01411-y PMID: 32328863
pubmed: 32328863
doi: 10.1007/s11418-020-01411-y
pii: 10.1007/s11418-020-01411-y
doi:

Substances chimiques

Anti-HIV Agents 0
Gene Products, vpr 0
Plant Extracts 0
Quassins 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

571-578

Auteurs

Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama, 930-0194, Japan.
Department of Chemistry, University of Yangon, Yangon, 11041, Myanmar.

Chin Piow Wong (CP)

Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama, 930-0194, Japan.

Takeshi Kodama (T)

Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama, 930-0194, Japan.

Alfarius Eko Nugroho (AE)

Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo, 142-8501, Japan.

Ahmad H El-Desoky (AH)

Division of Pharmaceutical Industries, Department of Pharmacognosy, Natural Research Centre, 33 El Bohouth St. (Former El Tahrir St.), Dokki, PO 12622, Giza, Egypt.

Maurice Ducret Awouafack (MD)

Natural Products Chemistry Research Unit, Department of Chemistry, Faculty of Science, University of Dschang, P.O. Box 67, Dschang, Cameroon.

Yi Yi Win (YY)

Department of Chemistry, University of Yangon, Yangon, 11041, Myanmar.

Hla Ngwe (H)

Department of Chemistry, University of Yangon, Yangon, 11041, Myanmar.

Ikuro Abe (I)

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan.
Collaborative Research Institute for Innovative Microbiology, The University of Tokyo, Yayoi 1-1-1, Bunkyo-ku, Tokyo, 113-8657, Japan.

Hiroshi Morita (H)

Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo, 142-8501, Japan. moritah@hoshi.ac.jp.

Hiroyuki Morita (H)

Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama, 930-0194, Japan. hmorita@inm.u-toyama.ac.jp.

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Classifications MeSH

questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Anti-infectieux › Antiviraux › Antirétroviraux › Agents antiVIH › Three new quassinoids isolated from the wood...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Protéines virales › Protéines virales régulatrices ou accessoires › Transactivateurs › Produits du gène vpr › Three new quassinoids isolated from the wood...
questionsmedicales.fr › Virus › Virus à ARN › Retroviridae › Lentivirus › Lentivirus des primates › VIH (Virus de l'Immunodéficience Humaine) › VIH-1 (Virus de l'Immunodéficience Humaine de type 1) › Three new quassinoids isolated from the wood...
questionsmedicales.fr › Eucaryotes › Viridiplantae › Streptophyta › Embryophyta › Tracheobionta › Magnoliopsida › Simaroubaceae › Picrasma › Three new quassinoids isolated from the wood...
questionsmedicales.fr › Préparations pharmaceutiques › Extraits de plantes › Three new quassinoids isolated from the wood...
questionsmedicales.fr › Composés chimiques organiques › Hydrocarbures › Terpènes › Triterpènes › Quassinoïdes › Three new quassinoids isolated from the wood...
questionsmedicales.fr › Technologie, industrie et agriculture › Produits manufacturés › Matériaux de construction › Bois › Three new quassinoids isolated from the wood...