Literature DB >> 21561135

Stelleralides A-C, novel potent anti-HIV daphnane-type diterpenoids from Stellera chamaejasme L.

Yoshihisa Asada1, Aya Sukemori, Takashi Watanabe, Kuber J Malla, Takafumi Yoshikawa, Wei Li, Kazuo Koike, Chin-Ho Chen, Toshiyuki Akiyama, Keduo Qian, Kyoko Nakagawa-Goto, Susan L Morris-Natschke, Kuo-Hsiung Lee.   

Abstract

Three novel 1-alkyldaphnane-type diterpenes, stelleralides A-C (4-6), and five known compounds were isolated from the roots of Stellera chamaejasme L. The structures of 4-6 were elucidated by extensive spectroscopic analyses. Several isolated compounds showed potent anti-HIV activity. Compound 4 showed extremely potent anti-HIV activity (EC(90) 0.40 nM) with the lowest cytotoxicity (IC(50) 4.3 μM) and appears to be a promising compound for development into anti-AIDS clinical trial candidates.

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Year:  2011        PMID: 21561135      PMCID: PMC3109985          DOI: 10.1021/ol200889s

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  14 in total

1.  Antimitotic and antifungal C-3/C-3''-biflavanones from Stellera chamaejasme.

Authors:  Guohong Yang; Zhixin Liao; Zhiyong Xu; Huiping Zhang; Daofeng Chen
Journal:  Chem Pharm Bull (Tokyo)       Date:  2005-07       Impact factor: 1.645

2.  Biflavanones, diterpenes, and coumarins from the roots of Stellera chamaejasme L.

Authors:  Zhi-Hong Jiang; Takashi Tanaka; Takako Sakamoto; Isao Kouno; Jin-Ao Duan; Rong-Han Zhou
Journal:  Chem Pharm Bull (Tokyo)       Date:  2002-01       Impact factor: 1.645

3.  Daphnane diterpenoids isolated from Trigonostemon thyrsoideum as HIV-1 antivirals.

Authors:  Ling Zhang; Rong-Hua Luo; Fei Wang; Ze-Jun Dong; Liu-Meng Yang; Yong-Tang Zheng; Ji-Kai Liu
Journal:  Phytochemistry       Date:  2010-11       Impact factor: 4.072

4.  Prostratin: activation of latent HIV-1 expression suggests a potential inductive adjuvant therapy for HAART.

Authors:  J Kulkosky; D M Culnan; J Roman; G Dornadula; M Schnell; M R Boyd; R J Pomerantz
Journal:  Blood       Date:  2001-11-15       Impact factor: 22.113

5.  Mechanism of selective inhibition of human immunodeficiency virus by ingenol triacetate.

Authors:  M Fujiwara; K Ijichi; K Tokuhisa; K Katsuura; S Shigeta; K Konno; G Y Wang; D Uemura; T Yokota; M Baba
Journal:  Antimicrob Agents Chemother       Date:  1996-01       Impact factor: 5.191

6.  Minor daphnane-type diterpenoids from Wikstroemia retusa.

Authors:  F Abe; Y Iwase; T Yamauchi; K Kinjo; S Yaga; M Ishii; M Iwahana
Journal:  Phytochemistry       Date:  1998-03       Impact factor: 4.072

7.  Letter: Gnidimacrin and gnidimacrin 20-palmitate, novel macrocyclic antileukemic diterpenoid esters from Gnidia subcordata1,2.

Authors:  S M Kupchan; Y Shizuri; T Murae; J G Swenny; H R Haynes; M S Shen; J C Barrick; A F Bryan; D vander Helm; K K Wu
Journal:  J Am Chem Soc       Date:  1976-09-01       Impact factor: 15.419

8.  New tigliane and daphnane derivatives from Pimelea prostrata and Pimelea simplex.

Authors:  S Zayed; A Hafez; W Adolf; E Hecker
Journal:  Experientia       Date:  1977-12-15

9.  Activation of latent HIV-1 expression by the potent anti-tumor promoter 12-deoxyphorbol 13-phenylacetate.

Authors:  Sven Bocklandt; Peter M Blumberg; Dean H Hamer
Journal:  Antiviral Res       Date:  2003-07       Impact factor: 5.970

10.  Dual role of prostratin in inhibition of infection and reactivation of human immunodeficiency virus from latency in primary blood lymphocytes and lymphoid tissue.

Authors:  Angélique Biancotto; Jean-Charles Grivel; Françoise Gondois-Rey; Lise Bettendroffer; Robert Vigne; Stephen Brown; Leonid B Margolis; Ivan Hirsch
Journal:  J Virol       Date:  2004-10       Impact factor: 5.103

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  18 in total

1.  Anti-inflammatory and anti-angiogenic activities in vitro of eight diterpenes from Daphne genkwa based on hierarchical cluster and principal component analysis.

Authors:  Ling Wang; Xin-Yi Lan; Jun Ji; Chun-Feng Zhang; Fei Li; Chong-Zhi Wang; Chun-Su Yuan
Journal:  J Nat Med       Date:  2018-04-21       Impact factor: 2.343

2.  Daphneodorins A-C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters from Daphne odora.

Authors:  Kouharu Otsuki; Wei Li; Yoshihisa Asada; Chin-Ho Chen; Kuo-Hsiung Lee; Kazuo Koike
Journal:  Org Lett       Date:  2019-11-04       Impact factor: 6.005

3.  Elimination of HIV-1 Latently Infected Cells by Gnidimacrin and a Selective HDAC Inhibitor.

Authors:  Li Huang; Wei-Hong Lai; Lei Zhu; Wei Li; Lei Wei; Kuo-Hsiung Lee; Lan Xie; Chin-Ho Chen
Journal:  ACS Med Chem Lett       Date:  2018-02-06       Impact factor: 4.345

4.  Isolation, structure determination, and anti-HIV evaluation of tigliane-type diterpenes and biflavonoid from Stellera chamaejasme.

Authors:  Yoshihisa Asada; Aya Sukemori; Takashi Watanabe; Kuber J Malla; Takafumi Yoshikawa; Wei Li; Xinzhu Kuang; Kazuo Koike; Chin-Ho Chen; Toshiyuki Akiyama; Keduo Qian; Kyoko Nakagawa-Goto; Susan L Morris-Natschke; Yan Lu; Kuo-Hsiung Lee
Journal:  J Nat Prod       Date:  2013-04-23       Impact factor: 4.050

5.  Identification of anti-HIV macrocyclic daphnane orthoesters from Wikstroemia ligustrina by LC-MS analysis and phytochemical investigation.

Authors:  Kouharu Otsuki; Mi Zhang; Takashi Kikuchi; Minami Tsuji; Miyuko Tejima; Zi-Song Bai; Di Zhou; Li Huang; Chin-Ho Chen; Kuo-Hsiung Lee; Ning Li; Kazuo Koike; Wei Li
Journal:  J Nat Med       Date:  2021-07-21       Impact factor: 2.343

6.  Stelleralides D-J and Anti-HIV Daphnane Diterpenes from Stellera chamaejasme.

Authors:  Min Yan; Yan Lu; Chin-Ho Chen; Yu Zhao; Kuo-Hsiung Lee; Dao-Feng Chen
Journal:  J Nat Prod       Date:  2015-11-12       Impact factor: 4.050

7.  Euphorins A-H: bioactive diterpenoids from Euphorbia fischeriana.

Authors:  Xinzhu Kuang; Wei Li; Yuichiro Kanno; Naoya Yamashita; Shoko Kikkawa; Isao Azumaya; Kiyomitsu Nemoto; Yoshihisa Asada; Kazuo Koike
Journal:  J Nat Med       Date:  2016-03-21       Impact factor: 2.343

8.  Gnidimacrin, a Potent Anti-HIV Diterpene, Can Eliminate Latent HIV-1 Ex Vivo by Activation of Protein Kinase C β.

Authors:  Weihong Lai; Li Huang; Lei Zhu; Guido Ferrari; Cliburn Chan; Wei Li; Kuo-Hsiung Lee; Chin-Ho Chen
Journal:  J Med Chem       Date:  2015-11-03       Impact factor: 7.446

9.  Rapid Recognition and Targeted Isolation of Anti-HIV Daphnane Diterpenes from Daphne genkwa Guided by UPLC-MSn.

Authors:  Hua-Ding Zhao; Yan Lu; Min Yan; Chin-Ho Chen; Susan L Morris-Natschke; Kuo-Hsiung Lee; Dao-Feng Chen
Journal:  J Nat Prod       Date:  2019-12-20       Impact factor: 4.050

10.  Isolation, Structural Elucidation, and Anti-HIV Activity of Daphnane Diterpenoids from Daphne odora.

Authors:  Kouharu Otsuki; Wei Li; Kasumi Miura; Yoshihisa Asada; Li Huang; Chin-Ho Chen; Kuo-Hsiung Lee; Kazuo Koike
Journal:  J Nat Prod       Date:  2020-09-30       Impact factor: 4.050

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