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Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities
Three new quassinoids, javanicinols A and B ( 1 and 2 ) and 4-keto-(16 S )-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 spectr...
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| Published in: | Journal of natural medicines 2020-06, Vol.74 (3), p.571-578 |
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| Main Authors: | , , , , , , , , , , |
| Format: | Article |
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| cited_by | cdi_FETCH-LOGICAL-c465t-b8f5e97579c88d813f35768702c593981a3f8c37345e90ab7427a47fe55887d73 |
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| cites | cdi_FETCH-LOGICAL-c465t-b8f5e97579c88d813f35768702c593981a3f8c37345e90ab7427a47fe55887d73 |
| container_end_page | 578 |
| container_issue | 3 |
| container_start_page | 571 |
| container_title | Journal of natural medicines |
| container_volume | 74 |
| creator | Prema Wong, Chin Piow Kodama, Takeshi Nugroho, Alfarius Eko El-Desoky, Ahmad H. Awouafack, Maurice Ducret Win, Yi Yi Ngwe, Hla Abe, Ikuro Morita, Hiroshi Morita, Hiroyuki |
| description | Three new quassinoids, javanicinols A and B (
1
and
2
) and 4-keto-(16
S
)-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 (16
R
)-methoxyjavanicin B (
7
) and (16
S
)-methoxyjavanicin B (
8
), which were previously isolated from the
Picrasma javanica
wood. |
| doi_str_mv | 10.1007/s11418-020-01411-y |
| format | article |
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1
and
2
) and 4-keto-(16
S
)-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 (16
R
)-methoxyjavanicin B (
7
) and (16
S
)-methoxyjavanicin B (
8
), which were previously isolated from the
Picrasma javanica
wood.</description><identifier>ISSN: 1340-3443</identifier><identifier>EISSN: 1861-0293</identifier><identifier>DOI: 10.1007/s11418-020-01411-y</identifier><identifier>PMID: 32328863</identifier><language>eng</language><publisher>Singapore: Springer Singapore</publisher><subject>Antiviral agents ; Biological products ; Biomedical and Life Sciences ; Biomedicine ; Chloroform ; Complementary & Alternative Medicine ; HIV ; Human immunodeficiency virus ; Medicinal Chemistry ; NMR ; Nuclear magnetic resonance ; Original Paper ; Pharmacology/Toxicology ; Pharmacy ; Picrasma ; Plant Sciences ; Quassinoids ; Vpr protein</subject><ispartof>Journal of natural medicines, 2020-06, Vol.74 (3), p.571-578</ispartof><rights>The Japanese Society of Pharmacognosy 2020</rights><rights>The Japanese Society of Pharmacognosy 2020.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c465t-b8f5e97579c88d813f35768702c593981a3f8c37345e90ab7427a47fe55887d73</citedby><cites>FETCH-LOGICAL-c465t-b8f5e97579c88d813f35768702c593981a3f8c37345e90ab7427a47fe55887d73</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32328863$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Prema</creatorcontrib><creatorcontrib>Wong, Chin Piow</creatorcontrib><creatorcontrib>Kodama, Takeshi</creatorcontrib><creatorcontrib>Nugroho, Alfarius Eko</creatorcontrib><creatorcontrib>El-Desoky, Ahmad H.</creatorcontrib><creatorcontrib>Awouafack, Maurice Ducret</creatorcontrib><creatorcontrib>Win, Yi Yi</creatorcontrib><creatorcontrib>Ngwe, Hla</creatorcontrib><creatorcontrib>Abe, Ikuro</creatorcontrib><creatorcontrib>Morita, Hiroshi</creatorcontrib><creatorcontrib>Morita, Hiroyuki</creatorcontrib><title>Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities</title><title>Journal of natural medicines</title><addtitle>J Nat Med</addtitle><addtitle>J Nat Med</addtitle><description>Three new quassinoids, javanicinols A and B (
1
and
2
) and 4-keto-(16
S
)-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 (16
R
)-methoxyjavanicin B (
7
) and (16
S
)-methoxyjavanicin B (
8
), which were previously isolated from the
Picrasma javanica
wood.</description><subject>Antiviral agents</subject><subject>Biological products</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Chloroform</subject><subject>Complementary & Alternative Medicine</subject><subject>HIV</subject><subject>Human immunodeficiency virus</subject><subject>Medicinal Chemistry</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Original Paper</subject><subject>Pharmacology/Toxicology</subject><subject>Pharmacy</subject><subject>Picrasma</subject><subject>Plant Sciences</subject><subject>Quassinoids</subject><subject>Vpr protein</subject><issn>1340-3443</issn><issn>1861-0293</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kE1PAyEURYnR2Fr9Ay4MiRs3o8BjBmZpjF9JE12oW0IZRmk6QwszbfrvRcePxIUrbuC8-8hB6JiSc0qIuIiUciozwkhGUqLZdgeNqSxouiphN2XgJAPOYYQOYpwTwhkA3UcjYMCkLGCM1NNbsBa3doNXvY7Rtd5VEbvoF7qzFa6Db3D3ZvHG-wr7Gj86E3RsNJ7rtW6d0Vi31QfhQkqdy16WKZjOrV3nbDxEe7VeRHv0dU7Q883109VdNn24vb-6nGaGF3mXzWSd21LkojRSVpJCDbkopCDM5CWUkmqopQEBPGFEzwRnQnNR2zyXUlQCJuhs6F0Gv-pt7FTjorGLhW6t76NiUHIpORRFQk__oHPfhzb9TjFO0gouk58JYgNlgo8x2Fotg2t02CpK1Id-NehXSb_61K-2aejkq7qfNbb6Gfn2nQAYgJie2lcbfnf_U_sOEfaPNQ</recordid><startdate>20200601</startdate><enddate>20200601</enddate><creator>Prema</creator><creator>Wong, Chin Piow</creator><creator>Kodama, Takeshi</creator><creator>Nugroho, Alfarius Eko</creator><creator>El-Desoky, Ahmad H.</creator><creator>Awouafack, Maurice Ducret</creator><creator>Win, Yi Yi</creator><creator>Ngwe, Hla</creator><creator>Abe, Ikuro</creator><creator>Morita, Hiroshi</creator><creator>Morita, Hiroyuki</creator><general>Springer Singapore</general><general>Springer Nature B.V</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>K9.</scope><scope>7X8</scope></search><sort><creationdate>20200601</creationdate><title>Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities</title><author>Prema ; Wong, Chin Piow ; Kodama, Takeshi ; Nugroho, Alfarius Eko ; El-Desoky, Ahmad H. ; Awouafack, Maurice Ducret ; Win, Yi Yi ; Ngwe, Hla ; Abe, Ikuro ; Morita, Hiroshi ; Morita, Hiroyuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c465t-b8f5e97579c88d813f35768702c593981a3f8c37345e90ab7427a47fe55887d73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Antiviral agents</topic><topic>Biological products</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Chloroform</topic><topic>Complementary & Alternative Medicine</topic><topic>HIV</topic><topic>Human immunodeficiency virus</topic><topic>Medicinal Chemistry</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Original Paper</topic><topic>Pharmacology/Toxicology</topic><topic>Pharmacy</topic><topic>Picrasma</topic><topic>Plant Sciences</topic><topic>Quassinoids</topic><topic>Vpr protein</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Prema</creatorcontrib><creatorcontrib>Wong, Chin Piow</creatorcontrib><creatorcontrib>Kodama, Takeshi</creatorcontrib><creatorcontrib>Nugroho, Alfarius Eko</creatorcontrib><creatorcontrib>El-Desoky, Ahmad H.</creatorcontrib><creatorcontrib>Awouafack, Maurice Ducret</creatorcontrib><creatorcontrib>Win, Yi Yi</creatorcontrib><creatorcontrib>Ngwe, Hla</creatorcontrib><creatorcontrib>Abe, Ikuro</creatorcontrib><creatorcontrib>Morita, Hiroshi</creatorcontrib><creatorcontrib>Morita, Hiroyuki</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of natural medicines</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Prema</au><au>Wong, Chin Piow</au><au>Kodama, Takeshi</au><au>Nugroho, Alfarius Eko</au><au>El-Desoky, Ahmad H.</au><au>Awouafack, Maurice Ducret</au><au>Win, Yi Yi</au><au>Ngwe, Hla</au><au>Abe, Ikuro</au><au>Morita, Hiroshi</au><au>Morita, Hiroyuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities</atitle><jtitle>Journal of natural medicines</jtitle><stitle>J Nat Med</stitle><addtitle>J Nat Med</addtitle><date>2020-06-01</date><risdate>2020</risdate><volume>74</volume><issue>3</issue><spage>571</spage><epage>578</epage><pages>571-578</pages><issn>1340-3443</issn><eissn>1861-0293</eissn><abstract>Three new quassinoids, javanicinols A and B (
1
and
2
) and 4-keto-(16
S
)-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 (16
R
)-methoxyjavanicin B (
7
) and (16
S
)-methoxyjavanicin B (
8
), which were previously isolated from the
Picrasma javanica
wood.</abstract><cop>Singapore</cop><pub>Springer Singapore</pub><pmid>32328863</pmid><doi>10.1007/s11418-020-01411-y</doi><tpages>8</tpages></addata></record> |
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| identifier | ISSN: 1340-3443 |
| ispartof | Journal of natural medicines, 2020-06, Vol.74 (3), p.571-578 |
| issn | 1340-3443 1861-0293 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2394884366 |
| source | Springer Link |
| subjects | Antiviral agents Biological products Biomedical and Life Sciences Biomedicine Chloroform Complementary & Alternative Medicine HIV Human immunodeficiency virus Medicinal Chemistry NMR Nuclear magnetic resonance Original Paper Pharmacology/Toxicology Pharmacy Picrasma Plant Sciences Quassinoids Vpr protein |
| title | Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities |
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