Novel nor-harmal alkaloid from Adhatoda vasica

Tricyclic Quinazoline Alkaloids Conjugated to Ferrocene: Synthesis, Structure, and Redox Behavior of Ferrocenylmethylene‐Substituted 7H‐Deoxyvasicinones

“…Deoxyvasicinone [1; 2,3-trimethylene-4-quinazolone, 2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one; Scheme 1] is a tricyclic quinazoline alkaloid [30][31][32] with a five-membered ring annellated at the quinazoline entity, which has been isolated from the roots of the Indian species Adhatoda vasica [33] and from the seeds of Peganum harmala. [34] Its biosynthesis as well as some chemical syntheses start from anthranilic acid.…”

Tricyclic Quinazoline Alkaloids: Isolation, Synthesis, Chemical Modification, and Biological Activity

“…The alkaloid peganine (5) and its auto-oxidation product vasicinone (18) are highly active as bronchodilators for treating respiratory diseases [168][169][170][171][172]. Vasicinone (18), deoxyvasicinone (13), 5-hydroxydeoxyvasicinone (15), and isaindigotone (26) exhibit pronounced antiinflammatory, antimicrobial, antidepressant, and antioxidant activities [20,22,23,33,173,174].…”

“…The alkaloids deoxypeganidine (10) and peganidine (11) were observed in A. vasica [20] and N. schoberi [7]. The alkaloid deoxyvasicinone (13) was isolated from A. vasica [22], P. harmala, N. schoberi [7], Isatic indigotica [23], Arundo donax [24], and Mackinlaya macrosciadia [25]; its N-oxide (14), from N. komarovii [26]; 5-hydroxydeoxyvasicinone (15), from Klebsiella pneumoniae [27].…”

“…(+)-Anisotine (22) was isolated from A. trisulcus [15]; 3-hydroxyanisotine (23), vasnetine (24), and desmethoxyaniflorine (25), from A. vasica [31].…”

β-carboline alkaloids from Trigonostemon filipes and Trigonostemon lii

“…were indentified as trigonostemine A (4), 2e norharmine (5), 4 and harmine (6) 5 by comparison of their NMR data with those reported.…”