title: Bis[14beta-hydroxy-3beta-O-(L-thevetosyl)-5beta-card-20(22)-enolide] methanol solvate monohydrate and 3beta-O-(L-2'-o-acetylthevetosyl)-14beta-hydroxy-5beta-card-20(22)-enolide.
abstract: The title compounds, 2C(30)H(46)O(8).CH(3)OH.H(2)O, (I), and C(32)H(48)O(9), (II), respectively, are cardenolide glycosides which were isolated from the seeds of Cerbera odollam. There are two crystallographically independent cardenolide molecules in (I), together with one methanol and one water solvate molecule. In both (I) and (II), the steroid nuclei are in cis/trans/cis configurations, with the cyclopentane rings showing conformational flexibility, viz. an envelope conformation in (I) and a twisted conformation in (II). In both compounds, the lactone ring is nearly orthogonal to the cyclopentane ring. The packing of (I) is composed of molecular layers stabilized by five O-H...O hydrogen bonds. In the packing of (II), the molecules are packed into columns by one O-H...O hydrogen bond, and are further interconnected into a three-dimensional network by one O-H...O and three C-H...O interactions.
authors.affiliation: Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand.
authors.forename: Suchada
authors.initials: S
authors.lastname: Chantrapromma
authors.forename: Anwar
authors.initials: A
authors.lastname: Usman
authors.forename: Hoong-Kun
authors.initials: HK
authors.lastname: Fun
authors.forename: Surat
authors.initials: S
authors.lastname: Laphookhieo
authors.forename: Chatchanok
authors.initials: C
authors.lastname: Karalai
authors.forename: Yanisa
authors.initials: Y
authors.lastname: Rat-a-pa
authors.forename: Kan
authors.initials: K
authors.lastname: Chantrapromma
mesh_terms: D029062:Apocynaceae / Q000737:chemistry*; D002298:Cardenolides / Q000737:chemistry* / Q000302:isolation & purification; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D010946:Plants, Medicinal / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification; D012639:Seeds / Q000737:chemistry
chemical_list: C474257:3-O-(2'-O-acetylthevetosyl)-14-hydroxy-5-card-20(22)-enolide; D002298:Cardenolides; D012503:Saponins; C474256:bis(14-hydroxy-3-O-thevetosyl-5-card-20(22)-enolide)