A new one-step synthesis of hexahydrocannabinoid analogs

Summary A one-step synthesis of hexahydrocannabinoid analogs (HHC) is described making use of the condensation of phenolic ketones and aldehydes with citronellal in the presence of pyridine.Grateful thanks are accorded to Drs L. Chopard and S. Selvavinayakam for spectral measurements and Dr I. Fleming for useful discussion.R. Mechoulam and Y. Gaoni, Recent advances in the chemistry of Hashish, in: Progress in the Chemistry of Organic natural products, vol. 25, p. 175. Ed. L. Zechmeister. Springer Verlag, Wien 1967; R. Mechoulam, Marijuana Chemistry and Pharmacology, metabolism and clinical effects. Academic Press, New York 1973; R. Mechoulam, N. K. McCallum and S. Burstein, Chem. Rev.76, 75 (1976).     

Starfish saponins. Part 101. Further 24-O-glycosidated steroids from the starfishHacelia attenuata

Summary On the basis of comparative spectral data, the structures of 3 novel steroidal glycosides from the Mediterranean starfishHacelia attenuata have been elucidated as3, 4 and5. These are further examples of a novel group of 24-O-glycosidated steroids recently encountered in the same species and in the Pacific speciesProtoreaster nodosus.Part 9. L. Minale, C. Pizza, R. Riccio and F. Zollo, Experientia39 (1983) 567. This contribution is part of the Progetto Finalizzato Chimica fine e secondaria del C.N.R., Roma.Acknowledgments. We thank Prof. K. Nakanishi, Columbia University, New York, for FD-mass spectral analyses, the Centro Interfacoltà di Metodologie Chimico-Fisiche for 270 MHz NMR facilities, and Miss R. Aquino for part of the experimental work.     

Structure,biosynthesis and functions of glycoprotein glycans

Since the pioneering work on structure and function of heteroglycans compiled in the classical books edited by A. Gottschalk in 1972¹, there have been several promising developments in glycoconjugate research, as reviewed in this article.In Part 1, contributed by A. Kobata, current knowledge on heteroglycan structures is presented and representative examples taken from higher organisms are given. Part 2, written by J. F. G. Vliegenthart and J. P. Kamerling, covers the most important achievements in methodology: procedures to obtain pure glycans and to analyze their structures. Part 3, contributed by J. Paulson, is devoted to biosynthesis of glycans now describable as pathways since several of the glycosyltransferases have been isolated and analyzed for specificity. In Part 4, contributed by E. Buddecke, current knowledge on functional roles of glycans is presented. It will become apparent that the prerequisite for valid work either in biosynthetic or functional context depends on solid structural information. This is particularly true whenever glycosyltransferase reaction products are being analyzed, or glycans involved in biological functions are investigated. Although in past years, a great deal of important knowledge has been gathered by use of crude glycosidase or glycosyltransferase activities (a notable example is found in reference 2), one may now postulate that glycans implicated in biological reactions should be thoroughly analyzed.This review may familiarize newcomers with the field of glycoconjugate research with special emphasis on glycoprotein glycans. Glycolipids are not included in this article as they have recently been reviewed by S. I. Hakomori³. The reader is also referred to several excellent monographs^4,5 and the Proceedings of the Glycoconjugate Symposia held biannually^6–8.     

The activity of monoamine oxidases A and B in gamma-irradiated rabbit brains

Summary The activities of monoamine oxidases A and B towards 5-hydroxytryptamine and -phenethylamine, respectively, were compared in the left and right caudatus, hippocampus, parietal cortex, cerebellum and frontal cortex 6 months after gamma-irradiation (single dose of 23 Gy) of either the right hemisphere or of the whole rabbit brain (in which case, a dose of 16 Gy). No difference in monoamine oxidase A or B activities were found in any of the brain regions.Acknowledgment. This study was supported by grants from the Swedish Medical Research Council (12x–5664 and 04x–4145), Hansson's, Lion's, Mångberg's and Sundblad's funds.     

Metabolism of the snailCryptozona ligulata during regeneration of optic tentacles

Summary The biochemical changes in the hemolymph and tissues were followed during regeneration of the optic tentacles of the snailCryptozona ligulata (Pulmonata-Stylommatophora). There is a remarkable increase in total carbohydrates in hemolymph and tissues and glycogen in tissues at the expense of free amino acids and fatty acids. It is clear that ablation of the optic tentacles stimulates carbohydrate synthesis through glyconeogenic routes. The optic tentacles regenerate completely in 18–21 days.     

Identification of an acyclic diterpene alcohol in the defense secretion of soldiers ofReticulitermes lucifugus

Summary The defense secretion of soldiers ofReticulitermes lucifugus has been shown to contain, predominantly, (R)-(–)-(E,E)-geranyllinalool together with germacrene A and -farnesene.This report covers part of a collaborative study with J.-L. Clément, Lab. d'Evolution, Université P. et M. Curie, Paris, to whom we are grateful for supplies of material and discussions. We also thank Dr O.T. Jones for collections ofReticulitermes lucifugus.     

Birefringence signals and tension development in single frog muscle fibres at short stimulus intervals

Summary The early large birefringence signal and mechanical activity were studied together in isolated single fibres of frog skeletal muscle with double stimulation at short stimulus intervals (2–60 msec) at room temperature and at 4–6°C. In all fibres tested, extra tension and additional birefringence signal in response to the second stimulus appeared simultaneously and suddenly upon increasing the stimulus interval. The shape of the stimulus-interval versus tension-development curve makes it highly improbable that subthreshold calcium release occurs at shorter stimulus intervals; therefore, tension development reliably reflects Ca-release in these experiments. In contrast to the report by Suarez-Kurtz and Parker, birefringence signal and calcium release are shown not to be dissociated by double stimulation. This result supports the hypothesis that the early large birefringence signal is an intrinsic indicator of calcium release from the sr during EC-coupling in skeletal muscle.     

Experimental desquamation of intestinal epithelium for in vivo studies of regeneration

Summary Complete removal of villous as well as upper-crypt epithelium was achieved in vivo by vibration of an intestinal segment using tetraphenylboron sodium (TPB) as a disassociation agent.Acknowledgments. The authors thank Hicol Industrieterrein De Bosschen for supplying TPB. Research was supported by MR-II 1.3.14.p.2 grant.     

Chemotherapeutic effects of 4-isothiocyanato-4′-nitrodiphenylamine (C9333-Go/CGP 4540) on infections withNematospiroides dubius,Hymenolepis diminuta,Hymenolepis nana andSpirometra mansonoides

Summary 4-Isothiocyanato-4-nitrodiphenylamine possessed anthelmintic activity againstNippostrongylus dubius andHymenolepis nana in mice andH. diminuta in rats as determined by both egg counts and recovery of parasites at autopsy. No activity was detected against the cestode,Spirometra mansonoides, in cats.This investigation was supported in part by grants AI-10512 and AI-09483 from the National Institutes of Health. The authors are indebted to Dr P.P. Weinstein for providing animals infected withSpirometra mansonoides.     

Alkaline phosphatase in human lymphocyte subpopulations.

The levels of membrane alkaline phosphatase have been measured on different lymphocyte fractions from human peripheral blood separated on bovine serum albumin discontinuous gradients. The peak in enzyme activity was observed in a non-T-, non-B-cell fraction, rich in "null" lymphocytes; the lowest values were found in the fraction with the highest proportion of T-cells.