The first synthesis of (+)-tanikolide, a toxic and antifungal lactone from the marine cyanobactetrium Lyngbya majuscula

Synlett

Volumn , Issue 7, 2000, Pages 1019-1021

  Kanada, Regina Mikie ^a   Taniguchi, Takahiko ^a   Ogasawara, Kunio ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

Asymmetric hydrogen transfer; Chiral building block; Marine natural product; Structure determination; Tanikolide

Indexed keywords

ANTIFUNGAL AGENT; LACTONE DERIVATIVE; TANIKOLIDE; UNCLASSIFIED DRUG;

ANTIFUNGAL ACTIVITY; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYANOBACTERIUM; DRUG ISOLATION; DRUG SYNTHESIS; LYNGBYA MAJUSCULA; NONHUMAN;

EID: 0033913361     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (16)

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11. 1H NMR : δ = -0.05 (3H, s), -0.03 (3H, s), 0.81 (9H, s), 0.83 (3H, t, J = 6.3 Hz), 1.02-1.32 (20H, m), 1.68-1.96 (3H, m), 2.10-2.16 (3H, m), 3.34 (1H, d, J = 9.1 Hz), 3.60 (1H, d, J = 9.3 Hz).
12. 2,2 g, elution with AcOEt-hexane 1:40 v/v) to give (-)-7 (46 mg, 46%) and (-)-8 (48 mg, 36%).
13. iOH-hexane 1:200 v/v).
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