Uliginosins
Title: Uliginosins
Literature References: Antibiotics isolated from Hypericum uliginosum HBK, a woody herb found in Mexico and Central America. Isoln: Taylor, Brooker, Lloydia 32, 217 (1969). Structure: Parker, Johnson, J. Am. Chem. Soc. 90, 4716 (1968); Parker et al., ibid. 4723. Synthesis of uliginosin A and dihydrouliginosin B: Meikle, Stevens, Chem. Commun. 1972, 123; eidem, J. Chem. Soc. Perkin Trans. 1 1978, 1303. Synthesis of uliginosin B: eidem, Tetrahedron Lett. 1972, 4787; eidem, J. Chem. Soc. Perkin Trans. 1 1979, 2563.
 
Derivative Type: Uliginosin A
CAS Registry Number: 19809-78-0
CAS Name: 3,5-Dihydroxy-4,4-dimethyl-2-(2-methyl-1-oxopropyl)-6-[[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)-5-(2-methyl-1-oxopropyl)phenyl]methyl]-2,5-cyclohexadien-1-one
Molecular Formula: C28H36O8
Molecular Weight: 500.58
Percent Composition: C 67.18%, H 7.25%, O 25.57%
Properties: Pale yellow crystals, mp 160.5-161.5° from acetonitrile-chloroform (4:1). uv max (cyclohexane): 229, 293 nm (e 31500, 25000).
Melting point: mp 160.5-161.5°
Absorption maximum: uv max (cyclohexane): 229, 293 nm (e 31500, 25000)
 
Derivative Type: Uliginosin B
CAS Registry Number: 19809-79-1
CAS Name: 2-[[5,7-Dihydroxy-2,2-dimethyl-8-(2-methyl-1-oxopropyl)-2H-1-benzopyran-6-yl]methyl]-3,5-dihydroxy-4,4-dimethyl-6-(2-methyl-1-oxopropyl)-2,5-cyclohexadien-1-one
Molecular Formula: C28H34O8
Molecular Weight: 498.56
Percent Composition: C 67.45%, H 6.87%, O 25.67%
Properties: Pale yellow crystals, mp 139.5-142.0° from nitromethane. uv max (cyclohexane): 230, 270 nm (e 34000, 37000).
Melting point: mp 139.5-142.0°
Absorption maximum: uv max (cyclohexane): 230, 270 nm (e 34000, 37000)

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