New class of steroidal alkaloids from Fritillaria imperialis.
Two members of a new class of C-nor-D-homo steroidal alkaloids, impranine (1). and dihydroimpranine (2). along with a new pyridyl-pregnane-type steroidal alkaloid, fetisinine (3). and a known base, korsevine (4). were isolated from the bulbs of Fritillaria imperialis. The structures of the compounds were established on the basis of spectroscopic techniques and some chemical transformations. Compounds 1 and 2 form a new class of steroidal alkaloids, named as "impranane."
Akhtar
M Nadeem
MN
International Center for Chemical Sciences, H E J Research Institute of Chemistry, University of Karachi, Karachi-75270, Pakistan.
Atta-ur-Rahman
Choudhary
M Iqbal
MI
Sener
Bilge
B
Erdogan
Ilkay
I
Tsuda
Yoshisuke
Y
D000470:Alkaloids / Q000096:biosynthesis / Q000737:chemistry* / Q000302:isolation & purification; D005290:Ferric Compounds; D031410:Fritillaria / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D008665:Metalloporphyrins; D019906:Nuclear Magnetic Resonance, Biomolecular; D013256:Steroids / Q000096:biosynthesis / Q000737:chemistry* / Q000302:isolation & purification
C112917:5,10,15,20-tetrakis(2,4,6-trimethyl-3,3-disulfonatophenyl)porphyrinato iron(III); D000470:Alkaloids; D005290:Ferric Compounds; D008665:Metalloporphyrins; D013256:Steroids