Quality of Agarwood Produced by Whole Tree Agarwood-inducing Technique (Agar-Wit) from China and Southeast Asian Countries / 中国药学杂志

OBJECTIVE: To investigate the similarities and differences of the quality of agarwood produced by agar-wit from China and Southeast Asian countries. METHODS: The sensory characteristic, identification item, extract, content determination, characteristic chromatogram and total chromone content of agarwood produced by agar-wit from 11 place of origins of China and Southeast Asian countries were mainly evaluated, according to the Chinese Pharmacopoeia (2015 edition). RESULTS: The morphological characteristics, TLC and characteristic chromatograms of 11 batches of agarwood produced by agar-wit were similar. Special structures such as included phloem, vessel and rays were observed in all samples. The extract and total chromone contents of agarwood produced by agar-wit from the six producing areas in China were higher than those from the five producing areas in Southeast Asia. Compared with other agarwood-inducing method, the sensory characteristics of the agarwood produced by agar-wit were relatively stable, and the average contents of the extract and total chromone were significantly higher, but the average content of agarotetrol was slightly lower than that of the agarwood produced by peripheral-inducing and iron-inducing. CONCLUSION: In terms of quality, the agar-wit is superior to the traditional agarwood-inducing method. It is not only applicable to the agarwood production of Aquilaria sinensis in China, but also applicable to the species of Aquilaria Lam. in Southeast Asian countries. The quality of agarwood produced by agar-wit is good in general, but the quality of the agarwood produced by A. sinensis is better than the species of Aquilaria Lam. in the Southeast Asian.

Anti-inflammatory Chromones from Agarwood Produced Via Whole-Tree Agarwood-Inducing Technique of Aquilaria sinensis / 中国药学杂志

OBJECTIVE: To investigate the chromones and anti-inflammation effect of agarwood produced via whole-tree agarwood-inducing technique (Agar-Wit) from A. sinensis. METHODS: The constituents were isolated and purified by chromatographic technique and semi-preparation HPLC. RAW264.7 cell model induced by lipopolysaccharide was used to evaluate the anti-inflammatory activity of some compounds, and the secretion level of TNF-α was detected by ELISA. RESULTS: A new 2-(2-phenylethyl) chromone, (7'R)-2-[2-(7'-hydroxyphenyl)ethyl] chromone (1), along with nine analogues (2-10) were isolated from the agarwood produced by Agar-Wit, their structures were identified on the basis of physicochemical characteristics and spectroscopic data analysis as 6,7-dimethoxy-2-[2-(7'-hydroxyphenyl)ethyl] chromone (2), 6-hydroxy-2-[2-(7'-hydroxyphenyl)ethyl] chromone (3), 8-chloro-6-hydroxy-2-(2-phenylethyl)chromen-4-one (4), 8-chloro-6-hydroxy-2-[2-(4'-methoxyphenyl)ethyl] chromone (5), 8-chloro-6-hydroxy-2-[2-(3'-hydroxy-4'-methoxyphenyl)ethyl] chromone (6), 7-hydroxy-6-methoxy-2-(2-phenylethyl) chromone (7), 6-hydroxy-7-dimethoxy-2-[2-(4'-hydroxyethyl)] chromone (8), 6-hydroxy-2-[2-(3'-methoxy-4'-hydroxy)ethyl] chromone (9), 6-hydroxy-2-[2-(3'-hydroxy-4'-methoxyphenyl)ethyl] chromone (10). The results showed that compounds 1, 4, 6, 9 significantly inhibited the release of TNF-α inflammatory factors in RAW264.7 cells induced by LPS, with IC50 values of 13.30, 8.53, 7.72, and 10.87 μg•mL-1, respectively. CONCLUSION: Compound 1 is a new compound. The crystal structure of compound 4 is reported for the first time. Compounds 1, 4, 6, 9 show significant anti-inflammation activities.

Anti-inflammatory sesquiterpenes from agarwood produced via whole-tree agarwood-inducing technique of Aquilaria sinensis / 中国中药杂志

The present study is to investigate the chemical constituents and anti-inflammation of agarwood produced via whole-tree agarwood-inducing technique( Agar-Wit) from Aquilaria sinensis by column chromatographic technique and semi-preparation HPLC.Eleven sesquiterpenes were isolated from the agarwood produced by Agar-Wit,and their structures were identified on the basis of physiochemical characteristics and spectroscopic data analysis as baimuxinol( 1),5α,7α( H)-eudesm-11( 13)-en-4α-ol( 2),( 7 S,9 S,10 S)-( +)-9-hydroxy-selina-4,11-dien-14-al( 3),petafolia A( 4),7( 11)-eremophilen-8-one( 5),neopetasane( 6),petafolia B( 7),11-hydroxy-valenc-1( 10)-en-2-one( 8),( 4αβ,7β,8αβ)-3,4,4α,5,6,7,8,8α-octahydro-7-[1-( hydroxymethyl) ethenyl]-4α-methylnaphthalene-1-carboxaldehyde( 9),12-hydroxy-4( 5),11( 13)-eudesmadien-15-al( 10),and( 4 R,5 R,7 S,9 S,10 S)-(-)-eudesma-11( 13)-en-4,9-diol( 11). Among them,compound 1 was a new natural product,and this is the first time to report its13 CNMR spectroscopic data. Compounds 4,9 and 10 were reported from Aquilaria for the first time,and all the compounds are firstly isolated by Agar-Wit from A. sinensis. The anti-inflammatory activity of RAW264. 7 cells with lipopolysaccharide-induced was evaluated.As a result,1,4 and 9 showed potential anti-inflammatory activities with IC50 values( 2. 5±0. 35),( 3. 2±0. 2),( 4. 3±0. 56) μmol·L-1,respectively. This work provided scientific foundation for quality evaluation of the agarwood produced by Agar-Wit.