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Literature DB >> 11671779

Isolation of 13 New Ritterazines from the Tunicate Ritterella tokioka and Chemical Transformation of Ritterazine B(1).

Seketsu Fukuzawa¹, Shigeki Matsunaga, Nobuhiro Fusetani.

Abstract

Thirteen new ritterazines, ritterazines N-Z (2-14), were isolated from the tunicate Ritterella tokioka. Chemical transformation of ritterazine B, the most active among the ritterazines, by reduction, oxidation, methanolysis, and acetylation furnished compounds 20, 21, 23, and 25-29. Cytotoxicity of 26 natural products and chemically modified ritterazine B disclosed important structural features of the ritterazines for cytotoxic activity.

Entities: Chemical Disease

Year: 1997 PMID： 11671779 DOI： 10.1021/jo970091r

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

10 in total

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2. Preparation of the 5/5-spiroketal of the ritterazines.

Authors: Douglass F Taber; Jean-Michel Joerger
Journal: J Org Chem Date: 2007-03-31 Impact factor: 4.354

Review 3. Chemistry of trisdecacyclic pyrazine antineoplastics: the cephalostatins and ritterazines.

Authors: Seongmin Lee; Thomas G LaCour; Philip L Fuchs
Journal: Chem Rev Date: 2009-06 Impact factor: 60.622

4. Fibrosterol sulfates from the Philippine sponge Lissodendoryx (Acanthodoryx) fibrosa: sterol dimers that inhibit PKCzeta.

Authors: Emily L Whitson; Tim S Bugni; Priya S Chockalingam; Gisela P Concepcion; Xidong Feng; Guixian Jin; Mary Kay Harper; Gina C Mangalindan; Leonard A McDonald; Chris M Ireland
Journal: J Org Chem Date: 2009-08-21 Impact factor: 4.354

Isolation of 13 New Ritterazines from the Tunicate Ritterella tokioka and Chemical Transformation of Ritterazine B(1).

1. Bioactive substances with anti-neoplastic efficacy from marine invertebrates: Bryozoa, Mollusca, Echinodermata and Urochordata.

2. Preparation of the 5/5-spiroketal of the ritterazines.

Review 3. Chemistry of trisdecacyclic pyrazine antineoplastics: the cephalostatins and ritterazines.

4. Fibrosterol sulfates from the Philippine sponge Lissodendoryx (Acanthodoryx) fibrosa: sterol dimers that inhibit PKCzeta.

5. The cephalostatins. 21. Synthesis of bis-steroidal pyrazine rhamnosides (1).

Review 6. Chemistry and bioactivities of natural steroidal alkaloids.

7. Synthesis of C14,15-dihydro-C22,25-epi north unit of cephalostatin 1 via "red-ox" modifications of hecogenin acetate.

8. Computationally guided organometallic chemistry: preparation of the heptacyclic pyrazine core of ritterazine N.

Review 9. Pyrazine and Phenazine Heterocycles: Platforms for Total Synthesis and Drug Discovery.

Review 10. Ascidian Toxins with Potential for Drug Development.