Phyllamyricins A-C, Three Novel Lignans from Phyllanthus myrtifolius

Abstract

of the aryl naphthalene type were isolated during the investigation of chemical constituents oiPhyllanthus myrtifolius. Among these, phyllamyricins A[1], B [2], and C [3] are novel natural products. Retrojusticidin B [4] has been synthesized earlier, but was obtained here as the first natural occurrence of this compound. Compounds 5 and 6 were identified as justicidins A and B, respectively. Structural elucidation of the novel compounds was based mainly on nmr spectral analysis, which also led to the complete assignment of the 'Hand 13C-nmr data of compounds 1-4 and 6.

Chromatographic fingerprint analysis and simultaneous determination of eight lignans in Justicia procumbens and its compound preparation by HPLC‐DAD

“…Purity of these compounds was higher than 95% by the determination of HPLC. Their structures were confirmed by UV, IR, ESI-MS, 1 H-and 13 C-NMR [4,[19][20][21].…”

<i>Justicia procumbens</i> Extract (DW2008) Selectively Suppresses Th2 Cytokines in Splenocytes and Ameliorates Ovalbumin-Induced Airway Inflammation in a Mouse Model of Asthma

“…The NMR spectra of these compounds were in accordance with previously reported data. [18][19][20] The peaks of these compounds were identified in the HPLC profile of J. procumbens by comparing retention time and UV spectrum: 1, RT 46.65 min; 2, RT 49.99 min; 3, RT 53.81 min; 4, RT 53.81 min. The contents of JA and JB in JP-AE were calculated using standard compounds with purity over 95% by HPLC.…”

Patavine, a New Arylnaphthalene Lignan Glycoside from Shoot Cultures of Haplophyllum patavinum.

“…3) We now report the isolation from MeOH extract shoot cultures of a new arylnaphthalene lignan glycoside, patavine (1), together with five known lignans. The known compounds 2-6 were identified as justicidin B (2), diphyllin (3), tuberculatin (4), majidine (5), and arabelline (6) by comparison of their spectral data with those of previously reported data. [5][6][7][8][9] These known compounds were also detected in the native plants of this species.…”

“…The known compounds 2-6 were identified as justicidin B (2), diphyllin (3), tuberculatin (4), majidine (5), and arabelline (6) by comparison of their spectral data with those of previously reported data. [5][6][7][8][9] These known compounds were also detected in the native plants of this species. 2) Compound 1, obtained as an yellowish amorphous powder, presented a UV maximum absorption spectrum and a bluish fluorescence under UV light similar to lignans 2-6 indicating an arylnaphthalene nucleus.…”

“…The known compounds 2-6 were identified as justicidin B (2), diphyllin (3), tuberculatin (4), majidine (5), and arabelline (6) by comparison of their spectral data with those of previously reported data. [5][6][7][8][9] These known compounds were also detected in the native plants of this species.2) Compound 1, obtained as an yellowish amorphous powder, presented a UV maximum absorption spectrum and a bluish fluorescence under UV light similar to lignans 2-6 indicating an arylnaphthalene nucleus.10) Its molecular formula (C 36 H 40 O 19 ) was determined by 1 H-and 13 C-NMR analyses, and (high resolution) electrospray ionization mass spectroscopy ((HR)-ESI-MS), which gave a molecular adduct [MϩNa] ϩ at m/z 799.2752 and fragments at m/z 645 and 381 due to the cleavage of one and three pentose units, respectively. In the 1 H-and 13 C-NMR spectra, typical signals due to the arylnaphthalene lignan, diphyllin (3), were observed 9) along with signals due to a sugar portion (Table 1).…”