Novel Trinor-eremophilanes (Dendryphiellin B, C, and D), Eremophilanes (Dendryphiellin E, F, and G), and Branched C9-Carboxylic Acids (Dendryphiellic Acid A and B) from the Marine Deuteromycete Dendryphiella salina (SUTHERLAND) PUGHet NICOT

✍ Scribed by Antonio Guerriero; Michele D'Ambrosio; Vincenzo Cuomo; Fortunato Vanzanella; Francesco Pietra

• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: German
• Weight: 676 KB
• Volume: 72
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19890720304

✦ Synopsis

From global extracts of cultures of the marine deuteromycete Dendryphiella salina, we have recently isolated, in one of the few studies of secondary metabolites of marine fungi'), the trinor-eremophilane dendryphiellin A ((+)-1)') [ 11. Continuing such studies [ 11, we report here on the isolation of novel trinor-eremophilanes and eremophilanes esterified by branched C,-carboxylic acids, besides a non-esterified eremophilane and the free carboxylic acids.

Trinor-ere mop hi lane^^). -The trinor-eremophilanes now isolated from the previous cultures of Dendryphiella salina, showing spectral features that closely resemble those of dendryphiellin A ((+)-1) [l], are called dendryphiellin B, C, and D.

To be added to the previous list of metabolites isolated from marine fungi 111 are the acetogenin zopfinol from Zopfiella marina [2a] and the alkaloids melinacidin 111 and IV, and gancidin W from Corollospora pulchella Pbl. The configurational prefix (7R*) was previously inadvertently omitted [l]. IUPAC numbering (displayed on the structural formulae as arabics within parentheses) is only used for retrieval purposes (see Exper. Part); all experimental data are discussed in terms of eremophilane numbering (displayed on the structural formulae as arabics without parentheses). Eremophilane numbering is also used for the hydrofurans Sb, (+)-6.7, and 8b.

3. Eremophilanes.

-Two new natural eremophilanes, dendryphiellin E and G, and an artifact eremophilane of the extraction process, dendryphiellin F, have been now isolated (+)-I PI).