2009
DOI: 10.1007/s11418-009-0342-8
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An alkaloidal glycoside and other constituents from Leucosceptrum japonicum

Abstract: A new alkaloidal glycoside (1), a new phenylpropanoid glucoside (2), and a new caffeic acid derivative (3) were isolated from the whole plant of Leucosceptrum japonicum, together with eight known phenylethanoid glycosides (4-11), five known flavone glycosides (12-16), three known flavones (17-19), a known phenylpropanoid glucoside (20), a known iridoid glucoside (21), and eight other phenolic or indole compounds (22-29). The structures and stereochemistries of these compounds were elucidated on the basis of th… Show more

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Cited by 11 publications
(5 citation statements)
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“…The known compounds (6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) were identified based on spectroscopic data as hypolaetin 7-O-b-D-glucopyranoside (6) [18,19], luteolin (7) [20], acacetin (8) [21], hypolaetin (9) [22], luteolin 7-O-[6 00 -O-(trans-caffeoyl)]-b-D-glucopyranoside (10) [20,23] [20], luteolin 7-O-b-D-glucuronopyranoside (12) [24], luteolin 7-O-rutinoside (13) [25,26], 12-O-demethylcryptojaponol (14) [27], 6a-hydroxydemethylcryptojaponol (15) [28], and incanide B (20) [29]. Four phenylethanoid glycosides, acteoside (16), isoacteoside (17), martynoside (18), and stachysoside (19) were identified by comparison with compounds isolated previously from Leucosceptrum japonicum by our group [30] (Fig. 1).…”
Section: Resultsmentioning
confidence: 99%
“…The known compounds (6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) were identified based on spectroscopic data as hypolaetin 7-O-b-D-glucopyranoside (6) [18,19], luteolin (7) [20], acacetin (8) [21], hypolaetin (9) [22], luteolin 7-O-[6 00 -O-(trans-caffeoyl)]-b-D-glucopyranoside (10) [20,23] [20], luteolin 7-O-b-D-glucuronopyranoside (12) [24], luteolin 7-O-rutinoside (13) [25,26], 12-O-demethylcryptojaponol (14) [27], 6a-hydroxydemethylcryptojaponol (15) [28], and incanide B (20) [29]. Four phenylethanoid glycosides, acteoside (16), isoacteoside (17), martynoside (18), and stachysoside (19) were identified by comparison with compounds isolated previously from Leucosceptrum japonicum by our group [30] (Fig. 1).…”
Section: Resultsmentioning
confidence: 99%
“…ACUs were discovered as a cytotoxic and neurotoxic compounds, and these toxicities were later found to be stemmed from their potent membrane disrupting activity. 1 Membrane disruption is a common strategy in chemical defense, as represented by a number of small antimicrobial peptides derived from a wide variety of organisms 3 including mammalians, saponines from plants, 4 starfish and sponges, 5 and polyalkylpyridiniums from sponges. 6 However, polyaminebased natural products with this activity is rare.…”
Section: Introductionmentioning
confidence: 99%
“…However, studies on other constituents and their potential biological activities are insufficient. In the present study, a new phenylethanoid glycoside (1), a new phenolic glucoside (2), a new shikimic acid derivative (3), and 28 known compounds, apigenin (4) [4], luteolin (5) [4], chrysoriol (6) [4], apigenin 7-O-b-D-glucuronide (7) [5], apigenin 7-O-rutinoside (8) [6], scolymoside (9) [7], diosmetin 7-O-rutinoside (10) [7], luteolin 7-O-b-D-glucuronide (11) [8], luteolin 7-O-b-D-glucoside (12) [9], luteolin 7-O-(6-O-caffeoyl)-b-D-glucoside (13) [9,10], luteolin 3 0 -O-b-D-glucoside (14) [11], luteolin 4 0 -O-b-D-glucoside (15) [12], calceolarioside A (16) [13], calceolarioside C (17) [14] [18], citrusin C (21) [19], citrusin C malonate (22) [19], indol-3-carboxaldehyde (23) [20], indol-3-carboxylic acid methyl ester (24) [20], nepetoidin B (25) [21], oresbiusin A (26) [22], methyl caffeate (27) [23], (? )-isolarisiresinol 3a-O-b-D-glucopyranoside (28) [24], shomaside F (29) [25], 9,12,13-trihydroxyoctadeca-10(E),15(Z)-dienoic acid (30) [26], and traumatic acid (31) [27] were isolated from this plant.…”
Section: Introductionmentioning
confidence: 99%