1991
DOI: 10.1021/np50074a026
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An Nmr Study of Four Benzophenanthridine Alkaloids

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Cited by 33 publications
(25 citation statements)
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“…The data suggested the partial structure of 1 to be a 6-substituted dihydrochelerythrine moiety, 14 with 13 degrees of unsaturation, a structure supported by an ESI mass fragmentation pattern characteristic for a parent peak at m/z 348. 14 The remaining signals in the 1 H NMR spectrum ( Table 1) , which further supported the argument that 1 was a cadinane-type derivative of dihydrochelerythrine.…”
Section: Resultssupporting
confidence: 68%
See 1 more Smart Citation
“…The data suggested the partial structure of 1 to be a 6-substituted dihydrochelerythrine moiety, 14 with 13 degrees of unsaturation, a structure supported by an ESI mass fragmentation pattern characteristic for a parent peak at m/z 348. 14 The remaining signals in the 1 H NMR spectrum ( Table 1) , which further supported the argument that 1 was a cadinane-type derivative of dihydrochelerythrine.…”
Section: Resultssupporting
confidence: 68%
“…Zanthomuurolanine (1) 14 and IR absorptions indicated the existence of a methylenedioxy group (1041, 947 cm -1 ). The 1 H NMR spectrum (C 6 D 6 , 500 MHz) ( Table 1) showed six aromatic protons, including two sets of ortho-coupled spin systems at δ 6.65 (d, J ) 8.5 Hz, H-9) and 7.50 (d, J ) 8.5 Hz, H-10) and 7.78 (d, J ) 8.5 Hz, H-11) and 7.38 (d, J ) 8.5 Hz, H-12) and proton singlets at δ 7.06 (H-1) and 7.97 (H-4), a benzylic proton at δ 4.81 (dd, J ) 9.3, 4.2…”
Section: Resultsmentioning
confidence: 99%
“…Purification of the n-hexane and chloroform layers afforded compounds 1-4 from the n-hexane layer and compounds 1, 3, 5-7 from the chloroform layer. Compounds 1-7 were identified to be dihydrosanguinarine (1), 12) dihydrochelirubine (2), 12) dihydrochelerythrine (3), 12) oxychelerythrine (4), 13) norchelerythrine (5), 14,15) 12-methoxynorchelerythrine (6) 16) and oxysanguinarine (7), 17) respectively, based on spectral findings (Fig. 1).…”
Section: Resultsmentioning
confidence: 99%
“…The other sixteen known alkaloids were also isolated from this plant, and were identified as dihydrosanguinarine (3) [6], corydaline (4) [7], cavidine (5) [8], stylopine (6) [9], 6-acetonyl-5,6dihydrosanguinarine (7) [10], dihydrochelerythrine (8) [6], tetrahydropalmatine (9) [7], adlumidine(10) [11]), (±)-salutaridine (11) [12], palmatine (12) [13], protopine (13), berberine (14), cop-tisine (15) [7], thalifaurine (16) [14], dehydroapocavidine (17) [7] and (+)-magnoflorine (18) [15] by comparing spectral data with those reported in the literature and of authentic samples. The isolation procedure and spectral data of known compounds are described in the Supporting Information.…”
Section: Resultsmentioning
confidence: 99%