Neutral lipids, phospholipids, and biological activity of extracts from Zygophyllum oxianum

The chemical composition of lipid extracts from aerial parts of Zygophyllum oxianum was determined by GC and TLC. The yield of total lipids was 0.75% in leaves, 0.33% in stems, and 0.49% in fruit calculated for fresh plant mass. Phospholipids were represented by nine classes, of which phosphatidylcholine dominated (55.8% in leaves, 56.4% in stems, 63.7% in fruit of total PL). The n-BuOH extract from the plant aerial part exhibited noticeable antifungal activity. The CHCl₃:MeOH (2:1) extract from leaves and stems exhibited pronounced in vitro cytotoxicity against human bladder carcinoma cell line 5637 with IC₅₀ 6.2 μg/mL.     

Triterpene glucosides of Dipsacus azureus. III. Structure of dipsacobioside

A new triterpene glycoside — dipsacobioside — has been isolated from the root of theDipsacus azureus Schrenk. By chemical transformation and spectral methods its structure has been established as hederagenin 3-O-[O--L-rhamnopyranosyl-(14)--L-arabinopyranoside].Institute of Organic Chemistry, Kirgiz SSR Academy of Sciences, Frunze. Institute of the Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 204–207, March–April, 1989.     

Triterpene glycosides ofSilphium perfoliatum. IV. Structure of siliphioside C

A passage from deca-1,4,9-triene (I) to (E,E)-dodeca-8,10-dienol (II) in five stages with an overall yield of 23% has been found by the selective transformations of deca-1,4,9-trien-1-yltrimethylsilane. Thus, under mild conditions, by the hydrogenation of (I) with the aid of 9-borabicyclo[3.3.1]nonane (9-BBN) followed by oxidation with H₂O₂ (E,E)-deca-6,8-dienol was obtained with a yield of 60%, and this was converted quantitatively into the corresponding tosylate. The ethynylation of the latter with lithium acetylide gave (E,E)-dodecadien-1-yne (III) on a Lindlar catalyst followed by the reaction of the resulting triene with 9-BBN, as described above for (I) led to the desired codlemone (II). The IR, PMR,¹³C NMR, UV, and mass spectra of the compound obtained are discussed.Institute of Chemistry, Bashkir Branch, Academy of Sciences of the USSR, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 514–518, July–August, 1984.     

Triterpene glycosides of Scabiosa soongorica. V. β-Sitosterol β-D-glucopyranoside and songoroside A

Institute of Organic Chemistry, Academy of Sciences of the Kirgiz SSR, Frunze. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodynkh Soedinenii, No. 6, pp. 885–886, November–December, 1988.     

Triterpene glycosides ofAcanthophllum gypsophiloides VI. Structure of acanthophylloside D

Summary A new triterpene glycoside — acanthophylloside D — has been isolated from the roots ofAcanthophyllum gypsophiloides Rgl. It is a decaoside of quillaic acid containing O-glycosidic and O-acylosidic carbohydrate chains identical in structure with the analogous fragments of acanthophylloside B.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 176–180, March–April, 1979.     

Triterpene Glycosides of Zygophyllum eichwaldii. II. Structure of Zygoeichwaloside I

Column chromatography of roots ofZygophyllum eichwaldiiC.A.M. (Zygophyllaceae) afforded the new glycoside zygoeichwaloside I. Acid hydrolysis, alkaline saponification, solvolysis, and ¹ H and ¹³ C NMR spectroscopies using COSY, TOCSY, ROESY, HSQC, and HMBC methods established its structure as the 28-O--D-glucopyranosyl ester of pomolic acid 3-O--D-2-O-sulfonylgalactopyranoside.