Regular Issue

Vol. 4, No. 6, 1976

10 data found. 1 - 10 listed
Communication | Regular issue | Vol 4, No. 6, 1976, pp. 1065 - 1072
Published online:
DOI: 10.3987/R-1976-06-1065
Synthesis of a Cyrokinin Metabolite

James D. McChesney* and Russell Buchman

*Department of Medicinal Chemistry, University of Kansas, 4070 Malott Hall, Lawrence, Kansas 66045-2506, U.S.A.


A number of plant tissues convert approximately 20-25% of the cytokinin, 6-benzylaminopurine, into a stable, long-lived derivative previously identified tentatively as 7-glucofuranosyl-6-benzylaminopurine. This substance has been synthesized by an unambiguous route and shown not to be identical with the long-lived metabolite. Synthesis and comparison of 7-β-glucopyranosyl-6-benzylaminopurine with the metabolite proves that to be the structure of the metabolite instead.

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Communication | Regular issue | Vol 4, No. 6, 1976, pp. 1073 - 1076
Published online:
DOI: 10.3987/R-1976-06-1073
Structure of a New Bisbenzylisoquinoline Alkaloid, Lindoldhamine

Sheng-Teh Lu* and Ih-Sheng Chen

*School of Pharmacy, Kaohsiung Medical College, 100 Shih Chuen 1st Rd., Kaohsiung 80708, Taiwan, R.O.C.


The structure of lindoldhamine, isolated from the leaves of Lindera oldhamii Hemsl.(Lauraceae), has been established as (1), by spectral data and chemical degradations.

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Communication | Regular issue | Vol 4, No. 6, 1976, pp. 1077 - 1082
Published online:
DOI: 10.3987/R-1976-06-1077
Photolysis of Some Quinoxaline-1,4-dioxides. A Method of Structural Assignment

Adil A. Jarrar, Safi S. Halawi, and Makhluf J. Haddadin*

*Department of Chemistry, American University of Beirut, Beirut, Lebanon


The structures of some 2,3,6(7)-trisubstituted quinoxaline-1,4-dioxides were assigned through their photolytic rearrangement into 1,3,5(6)-trisubstituted benzimidazolones. Photolysis of related quinoxaline-1,4-dioxides demonstrated the generality of the rearrangement.

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Communication | Regular issue | Vol 4, No. 6, 1976, pp. 1083 - 1087
Published online:
DOI: 10.3987/R-1976-06-1083
Synthesis of Yenhusomine and Yenhusomidine

Hiroshi Irie,* Akiko Kitagawa, Atsushi Kuno, Junko Tanaka, and Noriko Yokotani

*Faculty of Pharmaceutical Sciences, Kyoto University, 46-29 Yoshida-shimoadachi-machi, Sakyo-ku, Kyoto 606-8501, Japan


Yenhusomine and yenhusomidine, previously isolated from Corydalis ochotensis Turcz. were synthesised by reduction of synthetically obtained oxo-yenhusomine with sodium borohydride in a regio- and stereo-selective manner.

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Communication | Regular issue | Vol 4, No. 6, 1976, pp. 1089 - 1094
Published online:
DOI: 10.3987/R-1976-06-1089
The Synthesis of Japonine

Pietro Venturella, Aurora Bellino, Franco Piozzi,* and M. Luisa Marino

*Dipartimento di Chimica Organica, Università digli Studi di Palermo, Via Archirafi 20 90123 Palermo, Italy


The total synthesis of japonine [I] is described. Methylation of the 3-hydroxy-4-quinolones [II] and [III] with methyl iodide in N,N-dimethylformamide afforded 3-methoxy-1-methyl-4-quinolones, whereas treatment with methyl p-toluenesulphonate or diazomethane gave 3,4-dimethoxyquinolines.

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Communication | Regular issue | Vol 4, No. 6, 1976, pp. 1095 - 1100
Published online:
DOI: 10.3987/R-1976-06-1095
Intra- and Inter-molecular Photoreactions of N-Chloroacetyl Derivatives of Dimethylaminophenethylamines and Dimethylaminobenzylamines in Both Acidic and Basic Solutions

Naganori Numao and Osamu Yonemitsu*

*Faculty of Pharmaceutical Sciences, Hokkaido University, Kita 12 Nishi 6, Kita-ku, Sapporo, Hokkaido 060-0812, Japan


Photocyclization of N-chloroacetyl derivatives of dimethylaminophenethylamines and dimethylaminobenzylamines were examined. Intramolecular photoreactions little affected by acid gave azepinones (V, VI) and a cage compound (VIII), while novel diazametacyclophanes (IX, XII) were obtained intermolecularly, which was strongly depressed by acid. These results suggest that the photoreactions involve the singlet excited state of the dimethylaniline moiety.

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Communication | Regular issue | Vol 4, No. 6, 1976, pp. 1101 - 1105
Published online:
DOI: 10.3987/R-1976-06-1101
Pictet-Spengler Condensations in Refluxing Benzene

J. Sandrin, D. Soerens, L. Hutchins, E. Richfield, F. Ungemach, and J. M. Cook*

*Department of Chemistry, University of Wisconsin-Milwaukee, Milwaukee, Wisconsin 53201, U.S.A.


A variety of 1,3-disubstituted-l,2,3,4-tetrahydro-β-carbolines have been synthesized utilizing a Pictet-Spengler condensation in a non-aqueous system, without the addition of acid. This new method affords significantly increased yields of the 1,3-disubstituted-1,2,3,4-tetrahydro-β-carbolines compared to aqueous acid/methanol systems, especially for acid labile aldehydes.

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Report | Regular issue | Vol 4, No. 6, 1976, pp. 1107 - 1109
Published online:
DOI: 10.3987/R-1976-06-1107
Selenium Analogs of Naturally Occurring Products. II

Léopold Laitem, Léon Christiaens,* and André Welter

*Heterocyclic Chemistry, Institute of Organic Chemistry, University of Liège, Sart Tilman B6, B-4000 Liege, Belgium


Selenium analogs of desmethoxyharmaline (XII), harmine (III) and hexadehydro yohimbane (IV) have been synthesised.

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Report | Regular issue | Vol 4, No. 6, 1976, pp. 1111 - 1114
Published online:
DOI: 10.3987/R-1976-06-1111
The Optical Resolution of (±)-Galanthamine

Tetsuji Kametani,* Manakkal Sivaraman Premila, and Keiichiro Fukumoto

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


(±)-Galanthamine has been resolved using optically active di-p-toluoyltartaric acid.

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Review | Regular issue | Vol 4, No. 6, 1976, pp. 1115 - 1166
Published online:
DOI: 10.3987/R-1976-06-1115
Utility of Heterocyclic Diazo Compounds in Organic Synthesis

Miha Tisler* and Branko Stanovnik

*Department of Chemistry, University of Ljubljana, 61000 Ljubljana, Yugoslavia


This review summarizes various transformations of heterocyclic diazo compounds and diazonium salts, in particular cyclizations, condensations, additions to multiple bonds, transformations involving elimination of the diazo group, rearrangements and reactivity of some heterocyclic systems as masked diazonium compounds.

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10 data found. 1 - 10 listed