77156-16-2Relevant academic research and scientific papers
Novel benzopyridoquinolizine bases from alangium lamarckii Thw.
Pakrashi,Achari,Ali,Ghosh Dastidar,Sinha
, p. 2667 - 2670 (1980)
Alangimarine (1), alamarine (2) and alangimaridine (3), isolated from the seeds of the title plant, have been characterised as a new class of alkaloids. Presence of isoalamarine (13) in the stem-bark is indicated.
Isolation of two unusual tetrahydroisoquinoline-monoterpene glucosides from alangium lamarckii as possible intermediates in the non-enzymatic formation of alangimarine from alangiside
Itoh, Atsuko,Tanahashi, Takao,Nagakura, Naotaka
, p. 499 - 505 (1998)
From the fruits of Alangium lamarckii, two new glucosides (3) and (4), which possessed unusual structures different from any known tetrahydroisoquinoline-monoterpene glucosides, have been isolated. Their structures were determined on the basis of spectroscopic and chemical methods. These same glucosides were also obtained by storage of alangiside (2) in MeOH for a prolonged period and glucoside (4) was further converted to alangimarine (1), a benzopyridoquinolizine alkaloid from this plant, by the usual treatment for isolation of alkaloids, suggesting the possibility of non-enzymatic formation of alangimarine (I) from alangiside (2) via the isolated glucosides (3) and (4).
8H-Isoquinonaphthydrin-8-ones: synthesis of the Alangium alkaloids, alangimaridine and alangimarine
Brook, Jahangir Michael A.,MacLean, David B.,Holland, Herbert L.
, p. 2362 - 2368 (2007/10/02)
It is shown that 3,4-dihydroisoquinolines are activated toward nucleophilic attack by reaction with trimethylsilyl trifluoromethanesulfonate.The complex so formed reacts readily with the lithio derivative of 3-cyano-4-methyl-5-vinylpyridine, affording in
Activated Imines as Carbon Electrophiles: Applications in Alkaloid Synthesis
Jahangir,MacLean, David B.,Brook, Michael A.,Holland, Herbert L.
, p. 1608 - 1609 (2007/10/02)
3,4-Dihydroisoquinolines and 3,4-dihydro-β-carbolines react with trimethylsilyl trifluoromethanesulphonate to form complexes that react readily with the lithio derivatives of 3-cyano-4-methylpyridines; the method has been applied to the synthesis of the Alangium alkaloids, (+/-)-alangimaridine and alangimarine.
Studies on Indian Medicinal Plants: Part LXXX - Benzopyridoquinolizine Alkaloids of Alangium lamarckii Thw.
Pakrashi, S. C.,Mukhopadhyay, R.,Sinha, R. R.,Dastidar, P. P. Ghosh,Achari, B.,Ali, E.
, p. 19 - 28 (2007/10/02)
Eight novel benzopyridoquinolizine alkaloids, namely, alangimarine (1), alamarine (2), alangimaridine (3), isoalangimarine (4), isoalamarine (5), alangimarinone (6), dihydroalamarine (7) and dihydroisoalamarine (8) have been isolated from the seeds of Alangium lamarckii Thw.Their structures have been established from spectroscopic data and chemical correlation.
