References of 4,21-Dioxabicyclo[15.3.1]heneicosa-9,15,18-trien-3-one,11-[[3-O-(aminocarbonyl)-2,6-dideoxy-b-D-arabino-hexopyranosyl]oxy]-1-hydroxy-5-[(1R,3R,4S,5S)-4-hydroxy-1,3,5-trimethyl-6-oxooctyl]-6,8,16,18-tetramethyl-,(1R,5S,6R,8R,9E,11R,15E,17R)- (9CI)
Title: Venturicidins
Literature References: Antifungal antibiotics isolated from
Streptomyces aureofaciens strains. Preliminary isolation work: Rhodes
et al., Nature 192, 952 (1962). Isoln of venturicidins A and B and activity studies: Brufani
et al., Helv. Chim. Acta 51, 1293 (1968);
see also Langcake
et al., Biochem. Soc. Trans. 2, 202 (1974). Final structures: Brufani
et al., Experientia 27, 604 (1971);
eidem, Helv. Chim. Acta 55, 2329 (1972).
Derivative Type: Venturicidin A
CAS Registry Number: 33538-71-5
CAS Name: Venturicidin B 3¢-carbamate
Molecular Formula: C41H67NO11
Molecular Weight: 749.97
Percent Composition: C 65.66%, H 9.00%, N 1.87%, O 23.47%
Properties: Needles from chloroform-petr ether, mp 145-147°. Also reported as mp 140-142°. [a]D +119° (c = 0.5 in chloroform). uv max (alcohol): 206, 247 (shoulder), ~300 nm (shoulder) (log e 3.80, 2.23, 2.08).
Melting point: mp 145-147°; mp 140-142°
Optical Rotation: [a]D +119° (c = 0.5 in chloroform)
Absorption maximum: uv max (alcohol): 206, 247 (shoulder), ~300 nm (shoulder) (log e 3.80, 2.23, 2.08)
Derivative Type: Venturicidin B
CAS Registry Number: 33538-72-6
Synonyms: (3-Decarbamoyloxy)-3-hydroxyventuricidin A
Molecular Formula: C40H66O10
Molecular Weight: 706.95
Percent Composition: C 67.96%, H 9.41%, O 22.63%
Properties: Amorphous white powder from chloroform-ether, mp 168-170°. Also reported as mp 145-149° (ethyl acetate-petr ether). [a]D +100° (c = 0.847 in chloroform).
Melting point: mp 168-170°; mp 145-149° (ethyl acetate-petr ether)
Optical Rotation: [a]D +100° (c = 0.847 in chloroform)