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Solanum and Veratrum Steroidal Alkaloids

Osladine aglycone (5) has been synthesized from solasodine via dihydrosolasodine A (6), the triformyl derivative (7), and isoverazine (8)/The pregnane derivative (9) has been prepared from N -acetylsolasodine. Single-crystal X-ray diffraction studies on solasodine monohydrate are in progress.  [Pg.291]

The alkaloid contents of 5. xanthocarpum collected in Nepal and France have been compared. Fruits from the French plant were richer in solasodine glycosides than those from the Nepalese plant (yields of solasodine 4.6% and 1.6% respectively). The French plant, in addition, contained traces of tomatidenol glycosides in the stalks. A number of Solarium species have been investigated for their aglycone content. Solasodine was isolated principally from roots and fruits (0.8%) and tomatidenol from fruits (0.04%) of 5. globiferum Solasodiene, which was also isolated, is presumably an artifact. Solasodine was detected in Cuban grown S. eriantum ° and [Pg.292]

nigrum, and isolated from 5. laciniatum Stems of S. torvum gave solasodine (0.06%) and solasodiene, The last three species are known sources of solasodine. Tomatidenol was the only alkaloid isolated from S. dasyphyllum.  [Pg.293]

Solanidine was released from glycoalkaloids in infected 5. tuberosum tuber tissue, The changes in solasodine content of S. laciniatum during growth of the plant have been investigated. The intracellular distribution of a-tomatine in Lycopersicon esculentum has been studied. [Pg.293]

The use of gas-liquid chromatography for the identification and estimation of potato glycoalkaloids has been described. The glycosides were rendered sufficiently volatile by conversion into their permethyl ether derivatives. Solasodine and soladulcidine in admixture may be conveniently estimated by thin-layer chromatography after bromination of the former. The detection of steroidal alkaloids on t.l.c. plates and a colorimetric method for the estimation of solasodine have been discussed. [Pg.293]


The Solanum and Veratrum steroidal alkaloids have been reviewed quite recently, both comprehensively and briefly. ... [Pg.279]

Chapter 15 Solanum and Veratrum Steroidal Alkaloids By R. B. Herbert... [Pg.354]

Solanum and veratrum alkaloids Separation steroidal alka-loids(Fig.10.1 and 10.2) Zorbax Sil 6 Mm 250x4.6 n-Hexane-Me0H-Me,C0(18 1 1) n-Hexane-EtOH-Me CO(18 1 1) 4... [Pg.386]

This second volume, which reviews the alkaloid literature from July 1970 to June 1971, approaches more closely the standard Specialist Periodical Report originally envisaged by the Chemical Society and adopts a form which, with minor variations, will very probably be followed in subsequent volumes. Once again the whole field of alkaloid chemistry has been reviewed, with the exception of the Steroidal Alkaloids of the Solanum and Veratrum Groups. The omission of these groups in the first volume was deliberate their inclusion in the second volume was intended, but proved to be impracticable, and we hope to remedy this omission in the third volume. It is fortunate, however, that this particular area can quite properly be discussed in a volume devoted to alkaloids or in one devoted to steroids and for a brief review of recent developments in this subject the reader is meanwhile referred to the Specialist Periodical Report on Terpenoids and Steroids, Volume One (Senior Reporter Dr. K. H. Overton). [Pg.301]

The material of this review is discussed in Solanum and Veratrum sections in accordance with precedent/ although the division of material between these sections is sometimes arbitrary. Related steroidal alkaloids isolated from other genera are discussed in that section which seems most appropriate on structural grounds. [Pg.285]

The Solanum and Veratrum alkaloids form part of the material of two reviews on biochemical aspects of plant steroids. ... [Pg.285]

The alkamines isolated directly from plant material or obtained by acid or enzymatic hydrolysis of naturally occurring glycosides between 1967 and 1979 are summarized in Table III. Physical me ods are of increasing importance in structure elucidation. Recent papers have dealt with IR spectra (173), H NMR (174,175), NMR (176-178,357,358), EPR (179), ORD (180-183), and MS (184,351,352) of Solanum alkamines. Some X-ray analyses have been carried out since 1967 (58, 81, 149, 185-189, 359). Tables rV-VI survey the characteristic features of H NMR, NMR, and MS of Solanum alkaloids. Silver nitrate-containing adsorption layers were shown to be useful in TLC separation of 5a-saturated and S-unsaturated alkamines (194,195). High-pressure liquid chromatography has been applied successfully for the separation of steroidal Solanum and Veratrum alkamines (373). [Pg.93]

Volume 10 in the series "The Alkaloids" edited by R.H.F. Manske appeared of which almost half was devoted to the steroid alkaloids of the Solanum and Veratrum groups. The remainder includes sections on Rrythro-phleum, lycopodium, benzyllsoquinollne. Indole and Taxus alkaloids. [Pg.322]

Steroidal alkaloids found in Veratrum spp. and Solanum spp. with their relative teratogenic potency, as determined in a hamster bioassay. [Pg.33]

Alkaloids are active bioagents in animal tissues. There is clear scientific evidence of this. Crawford and Kocan" " have tested the toxicity of steroidal alkaloids from the potato Solanum tuberosum), such as a-chaconine, a-solanine, solanidine and solasodine, and Veratrum alkaloid, jervine on fish. The results of Crawford and Kocan s research proved that rainbow trout exhibited a toxic response to chaconine, solasidine and solanine, while medaka only did so to chaconine and solanine. Embryo mortality was observed as an effect of toxicity in both species. Many other alkaloids are known to disturb or cause disorder in animal reproductive systems. For example, gossypol from cotton-seed oil is known as a clear reducer of spermatogenesis and premature abortion of the embryo. [Pg.161]

Some allelochemicals have hemolytic properties, such as saponins. If resorbed, these compounds complex membrane sterols and make the cells leaky. Steroidal alkaloids from Solanum or Veratrum species display this sort of activity as well as influencing ion channels (Table IV). [Pg.60]

Young, S., R.F. Keeler, and D. Brown. 1976. Teratologic effects in hamsters of Veratrum and Solanum steroidal alkaloids [abstract]. [Pg.918]

At least 450 steroid and triterpenoid alkaloids have been reported (Verpoorte et al., 1991). Most steroidal alkaloids occur in a relatively small number of genera (Cestrum, Cy-phomandra, Lycopersicon, Nicotiana, and Solanum) of the family Solanaceae and of the family Liliaceae (Fritillaria, Veratrum, and Zygadems). Related alkaloids are known from the Apocynaceae (Funtumia, Holarrhena, and Ma-louetia) and Buxaceae. Alkaloids based on triterpenoid structures are much less common. Probably the best known ones are found in plants of the Buxaceae (especially Buxus, Pachysandra, and Sarcococca) (Gross et al., 1985 Roddick, 1980, 1986). [Pg.677]


See other pages where Solanum and Veratrum Steroidal Alkaloids is mentioned: [Pg.65]    [Pg.66]    [Pg.65]    [Pg.66]    [Pg.290]    [Pg.291]    [Pg.293]    [Pg.295]    [Pg.285]    [Pg.287]    [Pg.289]    [Pg.291]    [Pg.293]    [Pg.295]    [Pg.256]    [Pg.261]    [Pg.318]    [Pg.279]    [Pg.281]    [Pg.295]    [Pg.65]    [Pg.66]    [Pg.65]    [Pg.66]    [Pg.290]    [Pg.291]    [Pg.293]    [Pg.295]    [Pg.285]    [Pg.287]    [Pg.289]    [Pg.291]    [Pg.293]    [Pg.295]    [Pg.256]    [Pg.261]    [Pg.318]    [Pg.279]    [Pg.281]    [Pg.295]    [Pg.32]    [Pg.248]    [Pg.608]    [Pg.609]    [Pg.609]    [Pg.687]    [Pg.124]    [Pg.22]    [Pg.822]    [Pg.916]    [Pg.9]    [Pg.593]    [Pg.248]    [Pg.677]    [Pg.637]    [Pg.241]   


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Alkaloids steroidal

Solanum

Solanum alkaloids

Solanum alkaloids steroids

Steroids alkaloids, steroidal

Veratrum

Veratrum and Solanum alkaloids

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