Literature DB >> 8882431

Antineoplastic agents. 340. Isolation and structural elucidation of bryostatins 16-18.

G R Pettit1, F Gao, P M Blumberg, C L Herald, J C Coll, Y Kamano, N E Lewin, J M Schmidt, J C Chapuis.   

Abstract

Separation of two trace cancer cell growth inhibitory (P388 leukemia) fractions from about 1000 kg of wet Gulf of Mexico Bugula neritina (Bryozoa) has led to the isolation of bryostatins 16-18 (2-4). A combination of HRFABMS and high-field (400 MHz) 1H- and 13C-NMR spectral analyses were employed to assign the structures. The three new 20-desoxybryostatins 16 (2), 17 (3), and 18 (4) showed significant growth inhibitory activity (P388 ED50, 2, 9.3 x 10(-3) micrograms/mL, 3, 1.9 x 10(-2) micrograms/mL, and 4, 3.3 x 10(-3) micrograms/mL) against murine P388 lymphocytic leukemia.

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Year:  1996        PMID： 8882431     DOI： 10.1021/np960100b

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  10 in total

1.  Total synthesis of bryostatin 16 using a Pd-catalyzed diyne coupling as macrocyclization method and synthesis of C20-epi-bryostatin 7 as a potent anticancer agent.

Authors:  Barry M Trost; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2010-11-02       Impact factor: 15.419

2.  Total synthesis of bryostatins: the development of methodology for the atom-economic and stereoselective synthesis of the ring C subunit.

Authors:  Barry M Trost; Alison J Frontier; Oliver R Thiel; Hanbiao Yang; Guangbin Dong
Journal:  Chemistry       Date:  2011-07-26       Impact factor: 5.236

3.  Total syntheses of bryostatins: synthesis of two ring-expanded bryostatin analogues and the development of a new-generation strategy to access the C7-C27 fragment.

Authors:  Barry M Trost; Hanbiao Yang; Guangbin Dong
Journal:  Chemistry       Date:  2011-07-21       Impact factor: 5.236

4.  The design, computer modeling, solution structure, and biological evaluation of synthetic analogs of bryostatin 1.

Authors:  P A Wender; J DeBrabander; P G Harran; J M Jimenez; M F Koehler; B Lippa; C M Park; C Siedenbiedel; G R Pettit
Journal:  Proc Natl Acad Sci U S A       Date:  1998-06-09       Impact factor: 11.205

5.  Total synthesis of bryostatin 16 using atom-economical and chemoselective approaches.

Authors:  Barry M Trost; Guangbin Dong
Journal:  Nature       Date:  2008-11-27       Impact factor: 49.962

6.  Type II Anion Relay Chemistry: Exploiting Bifunctional Weinreb Amide Linchpins for the One-Pot Synthesis of Differentiated 1,3-Diketones, Pyrans, and Spiroketals.

Authors:  Mark Farrell; Bruno Melillo; Amos B Smith
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-20       Impact factor: 15.336

Review 7.  Gold-catalyzed cyclizations of alkynol-based compounds: synthesis of natural products and derivatives.

Authors:  Benito Alcaide; Pedro Almendros; José M Alonso
Journal:  Molecules       Date:  2011-09-13       Impact factor: 4.411

Review 8.  The Phylum Bryozoa as a Promising Source of Anticancer Drugs.

Authors:  Blanca Figuerola; Conxita Avila
Journal:  Mar Drugs       Date:  2019-08-17       Impact factor: 5.118

9.  Scaffold hopping from (5-hydroxymethyl) isophthalates to multisubstituted pyrimidines diminishes binding affinity to the C1 domain of protein kinase C.

Authors:  Riccardo Provenzani; Ilari Tarvainen; Giulia Brandoli; Antti Lempinen; Sanna Artes; Ainoleena Turku; Maria Helena Jäntti; Virpi Talman; Jari Yli-Kauhaluoma; Raimo K Tuominen; Gustav Boije Af Gennäs
Journal:  PLoS One       Date:  2018-04-11       Impact factor: 3.240

Review 10.  Marine-Derived Macrolides 1990-2020: An Overview of Chemical and Biological Diversity.

Authors:  Hairong Zhang; Jiabin Zou; Xiaoxue Yan; Junlong Chen; Xiujiao Cao; Jialing Wu; Yinghui Liu; Tingting Wang
Journal:  Mar Drugs       Date:  2021-03-25       Impact factor: 5.118
  10 in total

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