Literature DB >> 32282204

6-Deoxy- and 11-Hydroxytolypodiols: Meroterpenoids from the Cyanobacterium HT-58-2.

Joshua R Gurr1, Timothy J O'Donnell1, Yuheng Luo1, Wesley Y Yoshida1, Mary L Hall2, Alejandro M S Mayer2, Rui Sun1, Philip G Williams1.   

Abstract

Chemical investigation of cyanobacterial strain HT-58-2, which most closely aligns with the genus Brasilomena, has led to the isolation of two compounds related to tolypodiol. The structures and absolute configuration of 6-deoxytolypodiol (1) and 11-hydroxytolypodiol (2) were elucidated by spectroscopic and spectrometric analysis. While tolypodiol previously showed anti-inflammatory activity in a mouse ear edema assay, only 2 reduced in vitro thromboxane B2 and superoxide anion (O2-) generation from Escherichia coli lipopolysaccharide-activated rat neonatal microglia to any appreciable degree.

Entities:  

Year:  2020        PMID： 32282204      PMCID： PMC7246299          DOI： 10.1021/acs.jnatprod.9b00844

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


  16 in total

1.  A novel extracellular diterpenoid with antibacterial activity from the cyanobacterium Nostoc commune.

Authors:  B Jaki; J Orjala; O Sticher
Journal:  J Nat Prod       Date:  1999-03       Impact factor: 4.050

2.  OPLS3: A Force Field Providing Broad Coverage of Drug-like Small Molecules and Proteins.

Authors:  Edward Harder; Wolfgang Damm; Jon Maple; Chuanjie Wu; Mark Reboul; Jin Yu Xiang; Lingle Wang; Dmitry Lupyan; Markus K Dahlgren; Jennifer L Knight; Joseph W Kaus; David S Cerutti; Goran Krilov; William L Jorgensen; Robert Abel; Richard A Friesner
Journal:  J Chem Theory Comput       Date:  2015-12-01       Impact factor: 6.006

3.  Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: Design and assessment of accuracy.

Authors:  Florian Weigend; Reinhart Ahlrichs
Journal:  Phys Chem Chem Phys       Date:  2005-08-04       Impact factor: 3.676

4.  Accurate Coulomb-fitting basis sets for H to Rn.

Authors:  Florian Weigend
Journal:  Phys Chem Chem Phys       Date:  2006-01-03       Impact factor: 3.676

5.  Tolypodiol, an antiinflammatory diterpenoid from the cyanobacterium Tolypothrix nodosa.

Authors:  M R Prinsep; R A Thomson; M L West; B L Wylie
Journal:  J Nat Prod       Date:  1996-08       Impact factor: 4.050

6.  Datiscacin, a novel cytotoxic cucurbitacin 20-acetate from Datisca glomerata.

Authors:  S M Kupchan; G Tsou; C W Sigel
Journal:  J Org Chem       Date:  1973-04-06       Impact factor: 4.354

7.  Effects of caffeine and paracetamol alone or in combination with acetylsalicylic acid on prostaglandin E(2) synthesis in rat microglial cells.

Authors:  B L Fiebich; K Lieb; M Hüll; B Aicher; J van Ryn; M Pairet; G Engelhardt
Journal:  Neuropharmacology       Date:  2000-08-23       Impact factor: 5.250

8.  Cellular localization of tolyporphins, unusual tetrapyrroles, in a microbial photosynthetic community determined using hyperspectral confocal fluorescence microscopy.

Authors:  Meghan Barnhart-Dailey; Yunlong Zhang; Ran Zhang; Stephen M Anthony; Jesse S Aaron; Eric S Miller; Jonathan S Lindsey; Jerilyn A Timlin
Journal:  Photosynth Res       Date:  2019-03-22       Impact factor: 3.573

9.  Tolyporphin: a natural product from cyanobacteria with potent photosensitizing activity against tumor cells in vitro and in vivo.

Authors:  P Morlière; J C Mazière; R Santus; C D Smith; M R Prinsep; C C Stobbe; M C Fenning; J L Golberg; J D Chapman
Journal:  Cancer Res       Date:  1998-08-15       Impact factor: 12.701

10.  Revised Structure of Tolyporphin A.

Authors:  Thomas G Minehan; Laura Cook-Blumberg; Yoshito Kishi; Michèle R Prinsep; Richard E Moore
Journal:  Angew Chem Int Ed Engl       Date:  1999-04-01       Impact factor: 15.336
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  3 in total

Review 1.  Bacterial terpenome.

Authors:  Jeffrey D Rudolf; Tyler A Alsup; Baofu Xu; Zining Li
Journal:  Nat Prod Rep       Date:  2021-05-26       Impact factor: 15.111

2.  Natural Product Gene Clusters in the Filamentous Nostocales Cyanobacterium HT-58-2.

Authors:  Xiaohe Jin; Eric S Miller; Jonathan S Lindsey
Journal:  Life (Basel)       Date:  2021-04-18

Review 3.  Meroterpenoids: A Comprehensive Update Insight on Structural Diversity and Biology.

Authors:  Mamona Nazir; Muhammad Saleem; Muhammad Imran Tousif; Muhammad Aijaz Anwar; Frank Surup; Iftikhar Ali; Daijie Wang; Nilufar Z Mamadalieva; Elham Alshammari; Mohamed L Ashour; Ahmed M Ashour; Ishtiaq Ahmed; Ivan R Green; Hidayat Hussain
Journal:  Biomolecules       Date:  2021-06-29
  3 in total

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