Structure of the acylated flavonol glycoside haploside D

From the epigeal part ofHaplophyllum perforatum (MB.) Kar. et Kir. has been isolated the new flavonol glycoside haploside D, C₃₀H₃₂O₁₈, mp 225–228°C, [] _D ²⁰ -212° (c 0.17; CH₃OH) for which, on the basis of chemical transformations and spectral characteristics the structure of haplogenin 7-0-[6-0-acetyl-2-0--L-rhamnopyranosyl--D-glucopyranoside] has been established.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. All-Union Scientific-Research Institute of Medicinal Plants, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 304–307, May–June, 1981.     

Alkaloids ofRhinopetalum bucharicum. The structure of rhinolinine

The combined alkaloids of the epigeal part ofRhinopetalum bucharicum have yielded solanidine, rhinoline, imperialine, a base with mp 272–274°C, and the new alkaloid rhinolinine with mp 301–302°C (methanol), []_D — 36.5° (c 1.7, ethanol), C₄₀H₆₇NO₁₂. On the basis of a study of IR and NMR spectra, and also passage to the known alkaloids rhinoline and rhinolidine, the structure of rhinolidine 3-O-[O--D-glucopyranosyl-(14)--D-glucopyranoside] has been established for rhinolinine.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 350–353, May–June, 1979.     

Structure and configuration of a new diterpenoid lactone fromLagochilus hirsutissimus

The epigeal part of the plantLagochilus hirsutissimus has yielded a new diterpenoid lactone — lagohirsidin, C₂₂H₃₄O₅, mp 144–145°C, [] _D ²² – 17.5° (c 1; ethanol). Reduction with LiAlH₄ has yielded a diol C₂₂H₃₈O₅, mp 165–166°C [] _D ²⁰ –1.2 (c 0.6; ethanol). Acid hydrolysis of the diol has led to the formation of lagochilin, C₂₀H₃₆O₅, mp 167–168°C, [] _D ²⁰ –3.9° (c 1; ethanol). The synthesis of lagohirsidin from lagochilin has been effected.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 788–792, November–December, 1979.     

Structure of severidinine

A new alkaloid, severidinine, with mp 145–147°C []_D –50.2°, C₁₉H₄₅NO₆, has been isolated from the epigeal part ofKoralkowia sewerzowii Regel. On the basis of the IR, PMR, and mass spectra of severidinine and its transformation products, and also passage to the known alkaloids severidine, the structure of 3-acetylseveridine has been established for severidinine.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 488–490, July–August, 1983.     

Structure of lederine

The new spirobenzylisoquinoline base lederine with mp 208–209°C (methanol), []_D +13° (c 0.84; chloroform) has been isolated fromCorydalis ledebouriana Kar et Kir andDicentra peregrina (Rudolphi) Fedde. Its structure has been established on the basis of spectral characteristics and chemical reactions.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Pyatigorsk Pharmaceutical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 540–542, July–August, 1980.     

Structure of fertenin

Summary The roots ofFerula tenuisecta have yielded a new ester C₂₂H₃₀O₅, mp 209–211°C, [] _D ²² +125° (c 0.8; ethanol), which has been called fertenin. On the basis of chemical transformations and spectral characteristics, a structure has been proposed for it as the 8-p-hydroxy-benzoate of fertenol — 9-epoxygermacr-5-ene-4,8-diol.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 161–164, March–April, 1979.     

13,14-Dehydrosophoridine fromSophora alopecuroides

Summary A new alkaloid, C₁₅H₂₂ON₂, with mp 84–85°C [] _D ²⁰ + 77.9° (c 0.56; ethanol) has been isolated fromSophora alopecuroides L. On the basis of UV, IR, PMR, and mass spectral characteristics and the hydrogenation reaction, its most probable structure has been determined as 13,14-dehydrosophoridine.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 231–233, March–April, 1978.     

Phytoecdysteroids of plants of the genus Silene. XVI. Viticosterone E 22-O-benzoate from Silene wallichiana

A new phytoecdysteroid, viticosterone E 22-O-benzoate (I), C₃₆H₅₀O₀, mp 147–149°C (methanol-water), [] _D ²⁰ +63.2° (methanol), has been isolated from the epigeal organs ofSilene wallichiana Klotzsch. The alkaline hydrolysis of (I) led to viticosterone E and benzoic acid. The acetylation of (I) gave the 2,3-diacetate (II), C₄₀H₅₄O₁₁, mp 152–153°C (methanol-water), [] _D ²⁰ +65.5° (methanol). Details of the IR, PMR, and mass spectra of (I) and (II) are given.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 546–549, July–August, 1988.     

Structures of daurosides A and B — New acylated coumarin glycosides fromHaplophyllum dauricum

From the roots and epigeal parts ofHaplophyllum dauricum (L.) G. Don., new acylated courmarin glycosides have been isolated: dauroside A, C₂₃H₂₈O₁₃, mp 145–147°C (ethanol), [] _D ²² – 72.7° (methanol), and dauroside B, C₃₀H₃₂O₁₄, mp 145–150°C (methanol) [] _D ²² 0° (pyridine). Their structures have been established on the basis of chemical transformations and IR, UV, mass,¹H NMR and¹³C NMR spectra.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 142–147, March–April, 1983.     

Acetylsevedine fromKorolkowia sewerzowii

The epigeal part ofKorolkowia sewerzowii Regl. has yielded a new alkaloid — acetylsevedine with mp 189°C (with foaming), []_D –36.6°, C₂₉H₄₇NO₄. On the basis of the IR, PMR, and mass spectra of acetylsevedine, of the products of its transformation, and also a passage to the known alkaloid sevedine, the structure of 6-acetoxy-3, 14-dihydroxycevanine has been established for acetylsevedine.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 352–353, May–June, 1986.     

Structure of herboxine

Summary A new hydroxyindole alkaloid has been isolated from the roots and epigeal part ofVinca herbaceae — herboxine, C₂₃H₂₈N₂O₆, []_D +40° (c 1.13; methanol).On the basis of UV, IR, NMR, and mass spectroscopy and a transition from majdine to herboxine, structure (I) has been proposed for it which differs from that of majdine by the configuration at C₃.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 227–229, March–April, 1976.     

Structure and stereochemistry of lapidin

The roots ofFerula lapidosa Eug.Korov. have yielded lapidin, C₂₀H₃₀O₄, mp 80–81°C (hexane), []D²⁰ +166° (c 1.5; chloroform) — an ester of a new carotane alcohol lapidol and angelic acid. A structure and absolute configuration has been suggested for it on the basis of chemical transformations and spectral characteristics.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedenii, No. 3, pp. 318–323, May–June, 1981.     

Structure and stereochemistry of pallinin

The roots ofFerula pallida Korov. have yielded pallinin, C₂₅H₃₈O₅, mp 79–80°C, []D²⁰ –148.5° (c 0.1; CHCl₃) — an ester of the new carotane alcohol pallinol and angelic acid. A structure and absolute configuration have been proposed for it on the basis of chemical transformations and spectral characteristics.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 53–56, January–February, 1986.     

Phytoecdysteroids ofRhaponticum carthamoides

From the roots with rhizomes of the plantRhaponticum carthamoides Willd) Iljin Compositae), in addition to integristerone A, ecdysterone, polypodin B, 2-deoxyecdysterone, and 24(28)-dehydromakisterone A, we have isolated the new compounds ecdysteron3–2,3-monoacetonide (I), ecdysterone 20,22-monoacetonide (II)) and rhapisterone (III): I — C₃₀H₄₈O₇, mp 232–233° (ethyl acetate-methanol) [] _D ²⁰ +56.4±2° (c 0.0; methanol); II — C₃₀H₄₈O₇, mp 227–229° (ethyl acetate-methanol), [] _D ²⁰ +60.1±2° (c 1.3; methanol); III — C₂₉H₄₈O₇, mp, 241–242° (ethyl acetate-methanol), [] _D ²⁰ +30±2° (c 0.1; dioxane). The structure of (III) was established on the basis of spectral characteristics as 2, 3, 14, 20R, 22R, 23-5-stigmast-7-en-6-one. Details of the PMR, mass, and IR spectra of all the compounds and of the CD of rhapisterone are given.Institute of the Chemistry of Plant Substances of the Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 681–684, September–October, 1987.     

Thermodynamics of the Second Dissociation Constant of N-tris[Hydroxymethyl]-4-amino-butanesulfonic Acid (TABS) from 5 to 55°C

N-tris[Hydroxymethyl]-4-aminobutanesulfonic acid (TABS) has been investigated for the determination of the values of the second dissociation constant, pK ₂, in water at 12 temperatures in the range 5–55°C, including 37°C. This zwitterionic compound is useful as a secondary pH standard in the range of pH (7–9) for physiological applications. The electromotive force (emf) measurements have been carried out using a hydrogen gas electrode and a silver–silver chloride electrode. The values of pK ₂ are fitted as a function of temperature with the following results: pK ₂ = 1671.305/T+14.8737–2.04383 ln T, where T is the thermodynamic temperature in Kelvins. The experimental values of pK ₂ are 8.834 ± 0.0005 and 8.539 ± 0.0004 at 25 and 37°C, respectively. The related thermodynamic quantities, G°, H°, S°, and C _p ° characterizing the dissociation process have been derived from the pK ₂ and its temperature coefficients.     

Obtusinin — A new coumarin fromHaplophyllum obtusifolium

The epigeal part ofHaplophyllum obtusifolium collected in Ustyurt has yielded -sitosterol, isofraxetin, and a new coumarin — obtusinin — with the composition C₁₅H₁₈O₆, mp 135–137°C (methanol), [] _D ²⁰ +140.9° (c 0.44; chloroform). The structure of obtusinin has been established on the basis of the results of a study of UV, IR, PMR, and mass spectra and also of some chemical transformations (hydrolysis, acetylation).Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Combined Institute of Natural Sciences of the Karakalpak Branch, Academy of Sciences of the Uzbek SSR, Nukus. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 328–330, May–June, 1980.     

A chemical study of plants of the Mongolian flora lariside — A new scopoletin glycoside fromSalsola laricifolia

A new coumarin glycoside lariside — C₂₁H₂₆O₁₃, mp 155–156°C (from methanol) — has been isolated from the epigeal part ofSalsola laricifolia Turcz. et Litw. On the basis of acid hydrolysis and spectral characteristics the structure of lariside has been established as 7-[O--D-apiofuranosyl-(1 2)--D-glucopyranosyloxy]-6-methoxy-2H-1-benzopyran-2-one.Institute of Chemistry, Academy of Sciences of the Mongolian Peoples' Republic, Ultan-Bator. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 288–291, May–June, 1986.     

Structure and absolute configuration of collutine

Summary A new base with the composition C₂₁H₂₅O₅N, mp 192–194°C, []_D -182°C, which has been called collutine, has been isolated from the epigeal parts ofColchicum luteum Baker.On the basis of UV, IR, NMR, and mass spectra and chemical reactions, the structure of 4-hydroxy-2,3, 6-trimethoxyhomomorphinandienone has been proposed for collutine.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 758–761, November–December, 1975.