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Literature DB >> 16572231

Spongian diterpenoids from marine sponges.

Robert A Keyzers¹, Peter T Northcote, Michael T Davies-Coleman.

Abstract

This review presents the structure, biological activity and, where applicable, references to the syntheses of 154 spongian and rearranged spongian diterpenoids isolated from marine sponges of the orders Dictyoceratida and Dendroceratida. There have been no studies of the biosynthesis of either spongian diterpenoids or their rearranged derivatives reported in the literature. The potential chemotaxonomic significance of spongian and rearranged spongian ditepenoids is discussed.

Entities: Chemical

Mesh：

Substances：
Diterpenes

Year: 2006 PMID： 16572231 DOI： 10.1039/b503531g

Source DB: PubMed Journal: Nat Prod Rep ISSN： 0265-0568 Impact factor: 13.423

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Cited

17 in total

1. Enantioselective total synthesis of aplyviolene.

Authors: Martin J Schnermann; Larry E Overman
Journal: J Am Chem Soc Date: 2011-09-23 Impact factor: 15.419

Review 2. Covalent modification of biological targets with natural products through Paal-Knorr pyrrole formation.

Authors: Alexander Kornienko; James J La Clair
Journal: Nat Prod Rep Date: 2017-08-30 Impact factor: 13.423

3. Divergent synthesis and chemical reactivity of bicyclic lactone fragments of complex rearranged spongian diterpenes.

Authors: Martin J Schnermann; Christopher M Beaudry; Nathan E Genung; Stephen M Canham; Nicholas L Untiedt; Breanne D W Karanikolas; Christine Sütterlin; Larry E Overman
Journal: J Am Chem Soc Date: 2011-10-11 Impact factor: 15.419

4. Toxicity and taste: unequal chemical defences in a mimicry ring.

Authors: Anne E Winters; Nerida G Wilson; Cedric P van den Berg; Martin J How; John A Endler; N Justin Marshall; Andrew M White; Mary J Garson; Karen L Cheney
Journal: Proc Biol Sci Date: 2018-06-13 Impact factor: 5.349

5. Golgi-modifying properties of macfarlandin E and the synthesis and evaluation of its 2,7-dioxabicyclo[3.2.1]octan-3-one core.

Authors: Martin J Schnermann; Christopher M Beaudry; Anastasia V Egorova; Roman S Polishchuk; Christine Sütterlin; Larry E Overman
Journal: Proc Natl Acad Sci U S A Date: 2010-03-23 Impact factor: 11.205

10. Enantioselective Total Synthesis of Macfarlandin C, a Spongian Diterpenoid Harboring a Concave-Substituted cis-Dioxabicyclo[3.3.0]octanone Fragment.

Authors: Tyler K Allred; André P Dieskau; Peng Zhao; Gregory L Lackner; Larry E Overman
Journal: Angew Chem Int Ed Engl Date: 2020-02-19 Impact factor: 15.336

Spongian diterpenoids from marine sponges.

1. Enantioselective total synthesis of aplyviolene.

Review 2. Covalent modification of biological targets with natural products through Paal-Knorr pyrrole formation.

3. Divergent synthesis and chemical reactivity of bicyclic lactone fragments of complex rearranged spongian diterpenes.

4. Toxicity and taste: unequal chemical defences in a mimicry ring.

5. Golgi-modifying properties of macfarlandin E and the synthesis and evaluation of its 2,7-dioxabicyclo[3.2.1]octan-3-one core.

6. Twilight zone sponges from Guam yield theonellin isocyanate and psammaplysins I and J.

7. Distribution of Defensive Metabolites in Nudibranch Molluscs.

8. A concise synthesis of (-)-aplyviolene facilitated by a strategic tertiary radical conjugate addition.

9. Total Synthesis of (-)-Chromodorolide B.

10. Enantioselective Total Synthesis of Macfarlandin C, a Spongian Diterpenoid Harboring a Concave-Substituted cis-Dioxabicyclo[3.3.0]octanone Fragment.