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Literature DB >> 12127527

Antifungal activity of bifunctional sphingolipids. Intramolecular synergism within long-chain alpha,omega-bis-aminoalcohols.

Gillian M Nicholas¹, Ronghua Li, John B MacMillan, Tadeusz F Molinski.

Abstract

The in vitro antifungal activity of a series of alpha,omega-bifunctionalized aminoalcohols against Candida glabrata was measured. The dimeric bi-functionalized lipids exhibited activity about approximately 10-fold higher higher than D-sphingosine, which is a larger factor than expected from the simple additive effects of vicinal aminoalcohols groups.

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Year: 2002 PMID： 12127527 DOI： 10.1016/s0960-894x(02)00367-0

Source DB: PubMed Journal: Bioorg Med Chem Lett ISSN： 0960-894X Impact factor: 2.823

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Cited

12 in total

1. Synthesis and chain-dependent antifungal activity of long-chain 2H-azirine-carboxylate esters related to dysidazirine.

Authors: Colin K Skepper; Doralyn S Dalisay; Tadeusz F Molinski
Journal: Bioorg Med Chem Lett Date: 2010-02-01 Impact factor: 2.823

2. Zwittermicin A: synthesis of analogs and structure-activity studies.

Authors: Evan W Rogers; Doralyn S Dalisay; Tadeusz F Molinski
Journal: Bioorg Med Chem Lett Date: 2010-02-11 Impact factor: 2.823

3. D-Glucosamine-derived synthons for assembly of L-threo-sphingoid bases. Total synthesis of rhizochalinin C.

Authors: Jaeyoung Ko; Tadeusz F Molinski
Journal: J Org Chem Date: 2012-12-27 Impact factor: 4.354

4. Halisphingosines A and B, modified sphingoid bases from Haliclona tubifera. Assignment of configuration by circular dichroism and van't Hoff's principle of optical superposition.

Authors: Tadeusz F Molinski; Renata Biegelmeyer; E Paige Stout; Xiao Wang; Mario L C Frota; Amelia T Henriques
Journal: J Nat Prod Date: 2012-12-26 Impact factor: 4.050

5. Absolute configuration of the alpha,omega-bifunctionalized sphingolipid leucettamol A from Leucetta microrhaphis by deconvoluted exciton coupled CD.

Authors: Doralyn S Dalisay; Sachiko Tsukamoto; Tadeusz F Molinski
Journal: J Nat Prod Date: 2009-03-27 Impact factor: 4.050

Antifungal activity of bifunctional sphingolipids. Intramolecular synergism within long-chain alpha,omega-bis-aminoalcohols.

1. Synthesis and chain-dependent antifungal activity of long-chain 2H-azirine-carboxylate esters related to dysidazirine.

2. Zwittermicin A: synthesis of analogs and structure-activity studies.

3. D-Glucosamine-derived synthons for assembly of L-threo-sphingoid bases. Total synthesis of rhizochalinin C.

4. Halisphingosines A and B, modified sphingoid bases from Haliclona tubifera. Assignment of configuration by circular dichroism and van't Hoff's principle of optical superposition.

5. Absolute configuration of the alpha,omega-bifunctionalized sphingolipid leucettamol A from Leucetta microrhaphis by deconvoluted exciton coupled CD.

6. Serinol: small molecule - big impact.

Review 7. 1-Deoxysphingolipids Encountered Exogenously and Made de Novo: Dangerous Mysteries inside an Enigma.

8. Synergistic Anti-Candida Activity of Bengazole A in the Presence of Bengamide A †.

9. Oceanapiside, a Marine Natural Product, Targets the Sphingolipid Pathway of Fluconazole-Resistant Candida glabrata.

Review 10. Biodiversity of sphingoid bases ("sphingosines") and related amino alcohols.