Biological evaluation of secondary metabolites from the roots of Myrica adenophora.
Bioassay-guided fractionation of the roots of Myrica adenophora led to isolation of 24 known compounds and hitherto unknown compounds, including three A-type proanthocyanidins [adenodimerins A-C], two esters of sucrose [myricadenins A and B ], and the phenolic glycoside 6'-O-galloyl orbicularin. Spectroscopic analyses were used to determine their structures. Adenodimerin A, myricananin C, and myricetin showed strong 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activities, with SC50 values of 7.9, 16.3, and 15.9 μM, respectively. Adenodimerin A, myricanone, myricananin C, (-)-myricanol, myricanol 11-O-β-D-glucopyranoside, and myricetin showed stronger 2,2'-azino-bis-3-ethylbenzthiazoline-6-sulphonic acid (ABTS) radical scavenging activities than the positive control, with SC50 values of 7.5, 19.6, 12.0, 22.3, 19.6, and 15.6 μM, respectively. 5-Deoxymyricanone, porson, 12-hydroxymyricanone (-)-myricanol, and (+)-galeon exhibited anti-tubercular activity against Mycobacterium tuberculosis H37Rv in vitro and MICs values of 25.8, 40.0, 35.8, 30.0, and 15.0 μg/mL, respectively. Myricadenin A, myricanone, myricananin C, and (-)-myricanol exhibited anti-inflammatory activities in the iNOS assay with EC50 values of 18.1, 1.00, 13.0, and 7.5 μM, respectively.
Diarylheptanoids from Myrica gale var. tomentosa and Revised Structure of Porson.
From the stems of Myrica gale var. tomentosa (Myricaceae), two new diarylheptanoids (3 and 4) were isolated together with myricanone, porson, gallic acid and myricetin 3-O-(6-galloyl)-β-D-galactopyranoside. On the basis of spectroscopic and chemical evidence, the structures of 3 and 4 have been determined as 12-dehydroporson and 12-hydroxymyricanone, respectively. The structure of porson was reinvestigated, and a revised structure, 12-hydroxy-5-O-methylmyricanone, was proposed
STUDIES ON THE CHEMICAL CONSTITUENTS FROM PINENEEDLES OF PINUS MASSONIANA LAMB.
AIM To study the chemical constituents of the pine needles of Pinus massoniana Lamb.. METHODS Various chromatographic techniques were used to separate and purify the chemical constituents. Their physico-chemical properties and spectral data were used to elucidate the structures. RESULTS Three compounds were isolated from the n-BuoH fraction of water-extracts. Their structures were identified as shikimic acid (1), cedrusin (2): (7 S ,8 R )-3′,4,9,9′,-tetrahydroxyl-3-methoxyl-7,8-dihydrobenzofunan-1′-propanolneoligan and massonianoside B (3): (7 S ,8 R )-3,9,9′-trihydroxyl-3-methoxyl-7,8-dihydrobenzofunan-1′-propanolneoligan-4- O -α- L -rhamnopyranoside on the basis of spectral data (IR, FAB-MS, 1HNMR , 13 CNMR , 1H- 1H COSY, 13 C- 1H COSY, DEPT, HMBC and ORD etc.). CONCLUSION Compound 3 is a new compound, while 1 and 2 were isolated from this plant for the first time.