Stilbenes and Oligostilbenes from Leaf and Stem of Vitis amurensis and Their Cytotoxic Activity

Do Thi Ha,Quan Cheng Chen,Tran Manh Hung,Tran Minh Ngoc,Phuong Thien Thuong,김홍진,성연희,민병선,배기환,윤의중 대한약학회 2009 Archives of Pharmacal Research Vol.32 No.2

Chromatographic separation of the EtOAc fraction from the leaf and stem of Vitis amurensis led to the isolation of six oligostilbenoids (i.e., r-2-viniferin (1), trans-amurensin B (2), trans-ε -viniferin (3), gnetinH (4), amurensin G (5), (+)-ampelopsin A (8)) and four stilbenoids (i.e., trans-resveratrol (6), (+)- ampelopsin F (7), piceatannol (9), and trans-piceid (10)). The structures have been identified on the basis of spectroscopic evidence and physicochemical properties. The isolates were investigated for cytotoxic activity against three cancer cell lines in vitro using the MTT assay method. Amurensin G (5) and trans-resveratrol (6) showed significant cytotoxic activity against L1210, K562 and HTC116 cancer cell lines with IC50 values ranging from 15.7 ± 2.1 to 30.9 ± 1.8 μM. (+)-Ampelopsin A (8) and trans-piceid (10) exhibited considerable cytotoxic activity against L1210 (IC50 values of 30.6 ± 4.1 and 28.7 ± 2.81μM, respectively) and K562 (IC50 values of 38.6 ± 0.82 and 24.6 ± 0.76 μM, respectively). Gnetin H (4)showed only weak cytotoxic activity against L1210 with an IC50 value of 40.1 ± 4.23 μM. On the other hand, r-2-viniverin (1), trans-amurensin B (2), trans-ε -viniferin (3), (+)-ampelopsin F (7), and piceatannol(9) exhibited no activity on three cancer cell lines.

Identification of Soluble Epoxide Hydrolase Inhibitors from the Seeds of Passiflora edulis Cultivated in Vietnam

To Dao Cuong,Hoang Thi Ngoc Anh,Tran Thu Huong,Pham Ngoc Khanh,Vu Thi Ha,Tran Manh Hung,김영호,Nguyen Manh Cuong 한국생약학회 2019 Natural Product Sciences Vol.25 No.4

Soluble epoxide hydrolases (sEH) are enzymes present in all living organisms, metabolize epoxy fatty acids to 1,2-diols. sEH in the metabolism of polyunsaturated fatty acids plays a key role in inflammation. In addition, the endogenous lipid mediators in cardiovascular disease are also broken down to diols by the action of sEH that enhanced cardiovascular protection. In this study, sEH inhibitory guided fractionation led to the isolation of five phenolic compounds trans-resveratrol (1), trans-piceatannol (2), sulfuretin (3), (+)-balanophonin (4), and cassigarol E (5) from the ethanol extract of the seeds of Passiflora edulis Sims cultivated in Vietnam. The chemical structures of isolated compounds were determined by the interpretation of NMR spectral data, mass spectra, and comparison with data from the literature. The soluble epoxide hydrolase (sEH) inhibitory activity of isolated compounds was evaluated. Among them, trans-piceatannol (2) showed the most potent inhibitory activity on sEH with an IC50 value of 3.4 mM. This study marks the first time that sulfuretin (3) was isolated from Passiflora edulis as well as (+)-balanophonin (4), and cassigarol E (5) were isolated from Passiflora genus.

Cholinesterase Inhibitory Activities of Alkaloids from Corydalis Tuber

Tran Manh Hung,Phuong Thien Thuong,Nguyen Trung Nhan,Nguyen Thi Thanh Mai,Tran Le Quan,최재수,우미희,민병선,배기환 한국생약학회 2011 Natural Product Sciences Vol.17 No.2

Several isoquinoline alkaloids (1 - 18), which have basic chemical structures as protoberberine and aporphine skeletones, were evaluated for their inhibitory activities on AChE and BuChE. Among them, compounds 3, 4, 6, 8 and 12 showed the potent AchE activity with the IC50 values ranging from 10.2 ? 0.5 mM to 24.5 ? 1.6 mM, meanwhile, compound 14 - 17 exhibited strong inhibitory activity with IC50 values from 2.1 ? 0.2 to 5.5 ? 0.3 mM. Compounds 14 - 17 exhibited selective inhibition for AChE compared with BuChE. The isoquinoline alkaloid possesses aromatic methylenedioxy groups and quaternary nitrogen atoms are crucial for the anti-cholinesterase inhibitory activity.

α-Amylase and Protein Tyrosine Phosphatase 1B Inhibitoryof Some Vietnamese Medicinal Plants Used to Treat Diabetes

Tran Manh Hung,Hoang Duc Manh,Pham Thi Hong Minh,윤의중,나민균,Won Keun Oh,민병선,배기환 한국생약학회 2007 Natural Product Sciences Vol.13 No.4

this study, the twenty-four ethyl acetate extracts of twenty-two medicinal plants, traditionally usedα-amylase and protein tyrosine phosphatase 1B (PTP1B)enzymes inhibitory activity in vitro. The results indicated that, twelve materials (50.0%) showed moderate tostrong inhibitory activity in α-amylase inhibitory activity with IC50 values ranging from 2.5 to 48.8g/mL;meanwhile, ten extracts (41.6%) could demonstrate PTP1B activity with IC50 values less than 30.5g/mL. Someplants presented interesting activities against both of α-amylase and PTP1B enzymes such as Catharanthusroseus, Carthamus tinctorius, Momordica charantia, Gynostemma pentaphyllum, Glycyrrhiza glabra, Smilaxglabra, Psidium guajava (leave), and Rehmannia glutinosa. The study may provide a proof, at least in a part, forthe ethno-medical use in diabetes disease of these plants. KeywordsVietnamese medicinal plants, diabetes, α-amylase, protein tyrosine phosphatase 1B

Cytotoxic Saponins from the Root of Dipsacus asper Wall

Hung Tran Manh,Jin WenYi,Thuong Phuong Thien,Song Kyung Sik,Seong Yeon Hee,Bae KiHwan The Pharmaceutical Society of Korea 2005 Archives of Pharmacal Research Vol.28 No.9

Cytotoxic activitiy of seven hederagenin saponins isolated from the root of Dipsacus asper were investigated in vitro against L1210, HL-60 and SK-OV-3 tumor cell lines by the MTT method. $3-O-\alpha-L-rhamnopyranosyl-(1{\rightarrow}2)-\alpha-L -arabinopyranosyl$ hederagenin (2),\;$3-O-\beta-D­xylopyranosyl-( 1{\rightarrow}3)-\alpha-L-Rhamnopyranosyl-(1{\rightarrow}2)-\alpha-L -arabinopyranosyl$ hederagenin (6) and $3-O-\beta-D-glucopyranosyl-(1{\rightarrow}3)-\alpha-L-rhamnopyranosyl-( 1{\rightarrow}2)-\alpha-L-arabinopyranosyl$ hederagenin (7) exhibited the potent cytotoxicity against the three tumor cell lines with $IC_{50}$ values ranging from 4.7 to 8.7 ${\mu}g/mL$, with the exception of compound 7, which exhibited weak cytotoxic activity against SK-OV-3 $(IC_{50}\;22.5\;{\mu}g/mL)$. Other compounds did not exhibit any cytotoxic activity $(IC_{50}>30{\mu}g/mL)$.

Acetylcholinesterase Inhibitory Effect of Lignans Isolated from Schizandra chinensis

Hung, Tran Manh,Na, Min-Kyun,Min, Byung-Sun,Ngoc, Tran Minh,Lee, Ik-Soo,Zhang, XinFeng,Bae, Ki-Hwan 대한약학회 2007 Archives of Pharmacal Research Vol.30 No.6

The hexane extract of the fruit of Schizandra chinensis (Schisandraceae) was found to show significant inhibition of the activity of acetylcholinesterase enzyme (AChE). In further studies, fourteen lignans were isolated, and evaluated for their inhibitory effect on AChE. The compounds having both aromatic methylenedioxy and hydroxyl groups on their cyclooctadiene ring, such as gomisin C (6), gomisin G (7), gomisin D (8), schisandrol B (11) and gomisin A(13), entirely inhibited AChE in dose dependent manners, with IC$_{50}$ values of 6.71 ${\pm}$ 0.53, 6.55 ${\pm}$ 0.31, 7.84 ${\pm}$ 0.62, 12.57 ${\pm}$ 1.07 and 13.28 ${\pm}$ 1.68 ${\mu}$M, respectively. These results indicate that the lignans could potentially be a potent class of AChE inhibitors.

Relationship between Accrual Anomaly and Stock Return: The Case of Vietnam

Hung Ngoc DANG,Dung Manh TRAN 한국유통과학회 2019 The Journal of Asian Finance, Economics and Busine Vol.6 No.4

The study investigates the impact of accrual anomaly on stock return ratio of listed firms in Vietnam. Data were collected from listed firms for the period from 2008 to 2018. To learn about the causes of accrual anomaly in returns and future rate of returns on the Vietnamese stock market, this research is based on accrual analysis of Richardson, Sloan, Soliman, and Tuna (2006) on growth and effective components. We employ GLS regression model for examining the impact of accrual anomaly on stock return ratio and T-test for checking the difference between the lowest and the highest portfolio. The results show that accounting distortion is the main factor impacting the stock return, not growth determinant. Both two determinants of accounting distortion and growth contribute the explanation of the impact of accrual anomaly on profit and future stock return ratio. Experimental evidence confirms an abnormal existence of accrual in the ̣ Vietnam stock market. Aggregate accrual is negatively correlated with future operating profit and future stock return. However, after considering the factors contributing to the impact of future profitability and return on stock returns, the study results show that accounting distortion can account for low sustainability of income that is not growth.

Antioxidant Acticities of Phenolic Derivatives From Dipsacus asper Wall.(Ⅱ)

Tran Manh Hung,Phuong Thien Thuong,윤의중,XinFeng Zhang,민병선,우미희,이형규,배기환 한국생약학회 2008 Natural Product Sciences Vol.14 No.2

The six phenolic compounds isolated from the root of Dipsacus asper, 3,4-di-O-caffeoylquinic acid (1), methyl 3,4-di-O-caffeoyl quinate (2), 3,5-di-O-caffeoylquinic acid (3), methyl 3,5-di-O-caffeoyl quinate (4), 4-5-di-O-caffeoylquinic acid (5), methyl 4,5-di-O-caffeoyl quinate (6) were continuously evaluated for their antioxidant activity using superoxide radical scavenging and AAPH-mediated (LDL) oxidation assay. The results demonstrated that compounds 1 - 6 had remarkable antioxidant activities with the IC50 values ranging from 12.0 to 2.8 μM in superoxide radical scavenging. They also inhibited AAPH-mediated low-density lipoprotein LDL oxidation by the generation of thiobarbituric acid reactive substances (TBARS) with IC50 ranging from 6.7 to 8.7 μM.

Cytotoxic Saponins from the Root of Dipsacus asper Wall

Tran Manh Hung,WenYi Jin,Phuong Thien Thuong,송경식,성연희,배기환 대한약학회 2005 Archives of Pharmacal Research Vol.28 No.9

Cytotoxic activitiy of seven hederagenin saponins isolated from the root of Dipsacus asper were investigated in vitro against L1210, HL-60 and SK-OV-3 tumor cell lines by the MTT method. 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl hederagenin (2), 3-O-β-Dxylopyranosyl-( 1→3)-α-L-Rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl hederagenin (6) and 3-O-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl hederagenin (7) exhibited the potent cytotoxicity against the three tumor cell lines with IC50 values ranging from 4.7 to 8.7 µg/mL, with the exception of compound 7, which exhibited weak cytotoxic activity against SK-OV-3 (IC50 22.5 µg/mL). Other compounds did not exhibit any cytotoxic activity (IC50 > 30 µg/mL).

Lipoxygenase Inhibitory Constituents from Rhubarb

Tran Minh Ngoc,Pham Thi Hong Minh,Tran Manh Hung,IkSoo Lee,민병선,Phuong Thien Thuong,배기환 대한약학회 2008 Archives of Pharmacal Research Vol.31 No.5

Phytochemical study on the ethanol extract of rhubarb led to the isolation of fifteen compounds, including five anthraquinones: chrysophanol (1), physcion (2), emodin (7), chrysophanol- 8-O-β-D-glucopyranoside (9) and emodin-8-O-β-D-glucopyranoside (15), and ten stilbenes: desoxyrhaponticin (3), rhaponticin (4), resveratrol (5), desoxyrhapotigenin (6), rhapontigenin (8), piceatannol-3'-O-β-D-glucopyranoside (10), piceid (11), ε -viniferin (12), ampelopsin B (13) and isorhaponticin (14). Their structures were identified by comparing the physicochemical data with those of published papers. Among the isolated compounds, stilbene derivatives (3-6, 8 and 10-14) showed remarkable inhibitory effect on lipoxygenase with IC50 values ranging from 6.7 to 74.1 μM. The inhibition kinetics analyzed by Lineweaver-Burk plots found that they were competitive inhibitors with the linoleic acid at the active site of lipoxygenase. In addition, stilbenes exhibited significantly free radical scavenging activity against ABTS•+ with trolox equivalent activity capacity (TEAC) values ranging from 1.16 to 4.64. Whereas, anthraquinone derivatives (1-2, 7, 9 and 15) neither inhibited lipoxygenase nor scavenged free radical ABTS•+. These results indicated that stilbene derivatives were considerate to be mainly lipoxygenase inhibitor and free radical scavenger constituents of rhubarb.