Literature DB >> 31680527

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

Kouharu Otsuki1, Wei Li1, Yoshihisa Asada1, Chin-Ho Chen2, Kuo-Hsiung Lee3,4, Kazuo Koike1.   

Abstract

Three novel gnidimacrin related macrocyclic daphnanes (GMDs), daphneodorins A-C (2-4), were isolated from Daphne odora Thunb., together with gnidimacrin (1). Their structures were established by extensive physicochemical and spectroscopic analyses. Compounds 2 and 3 potently inhibited HIV-1 replication at subnanomolar concentrations (EC50 0.16 and 0.25 nM, respectively). Compounds 2-4 represent a novel type of GMDs that are highly oxygenated on the macrocyclic ring, suggesting good potential for anti-HIV drug development by further chemical modification.

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Year:  2019        PMID： 31680527      PMCID： PMC7437546          DOI： 10.1021/acs.orglett.9b03539

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


  15 in total

Review 1.  Plant orthoesters.

Authors:  Shang-Gao Liao; Hua-Dong Chen; Jian-Min Yue
Journal:  Chem Rev       Date:  2009-03-11       Impact factor: 60.622

Review 2.  Tigliane diterpenoids from the Euphorbiaceae and Thymelaeaceae families.

Authors:  Hong-Bing Wang; Xiao-Yang Wang; Li-Ping Liu; Guo-Wei Qin; Ting-Guo Kang
Journal:  Chem Rev       Date:  2015-04-23       Impact factor: 60.622

3.  [3H]resiniferatoxin binding by the human vanilloid (capsaicin) receptor.

Authors:  G Acs; M Palkovits; P M Blumberg
Journal:  Brain Res Mol Brain Res       Date:  1994-05

4.  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

5.  Daphnane-type diterpenes with inhibitory activities against human cancer cell lines from Daphne genkwa.

Authors:  Feifei Li; Qian Sun; Lili Hong; Lingzhi Li; Yingying Wu; Mingyu Xia; Takshi Ikejima; Ying Peng; Shaojiang Song
Journal:  Bioorg Med Chem Lett       Date:  2013-03-15       Impact factor: 2.823

6.  Antitumor activity of daphnane-type diterpene gnidimacrin isolated from Stellera chamaejasme L.

Authors:  M Yoshida; W Feng; N Saijo; T Ikekawa
Journal:  Int J Cancer       Date:  1996-04-10       Impact factor: 7.396

7.  Diterpenes from buds of Wikstroemia chamaedaphne showing anti-hepatitis B virus activities.

Authors:  Shi-Fei Li; Ying-Ying Jiao; Zhi-Qiang Zhang; Jian-Bin Chao; Jie Jia; Xun-Long Shi; Li-Wei Zhang
Journal:  Phytochemistry       Date:  2018-04-06       Impact factor: 4.072

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.  Gateway synthesis of daphnane congeners and their protein kinase C affinities and cell-growth activities.

Authors:  Paul A Wender; Nicole Buschmann; Nathan B Cardin; Lisa R Jones; Cindy Kan; Jung-Min Kee; John A Kowalski; Kate E Longcore
Journal:  Nat Chem       Date:  2011-06-19       Impact factor: 24.427

10.  Picomolar dichotomous activity of gnidimacrin against HIV-1.

Authors:  Li Huang; Phong Ho; Jie Yu; Lei Zhu; Kuo-Hsiung Lee; Chin-Ho Chen
Journal:  PLoS One       Date:  2011-10-24       Impact factor: 3.240
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  5 in total

1.  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

2.  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

Review 3.  Phytochemistry and Pharmacological Activities of the Diterpenoids from the Genus Daphne.

Authors:  Yi-Wen Nie; Yuan Li; Lan Luo; Chun-Yan Zhang; Wei Fan; Wei-Ying Gu; Kou-Rong Shi; Xiao-Xiang Zhai; Jian-Yong Zhu
Journal:  Molecules       Date:  2021-10-31       Impact factor: 4.411

Review 4.  Daphnane-type diterpenes from genus Daphne and their anti-tumor activity.

Authors:  Zi-Lin Hou; Guo-Dong Yao; Shao-Jiang Song
Journal:  Chin Herb Med       Date:  2021-01-08

5.  Anti-HIV Tigliane Diterpenoids from Wikstroemia scytophylla.

Authors:  Kouharu Otsuki; Mi Zhang; Asuka Yamamoto; Minami Tsuji; Miyuko Tejima; Zi-Song Bai; Di Zhou; Li Huang; Chin-Ho Chen; Kuo-Hsiung Lee; Ning Li; Wei Li; Kazuo Koike
Journal:  J Nat Prod       Date:  2020-11-10       Impact factor: 4.050
  5 in total

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