Design and synthesis of new lupeol derivatives and their α-glucosidase inhibitory and cytotoxic activities

被引：16

作者：

Hoang-Vinh-Truong Phan ^{[1
]}

Thuc-Huy Duong ^{[1
]}

Duc-Dung Pham ^{[1
]}

Hoang-Anh Pham ^{[1
]}

Van-Kieu Nguyen ^{[2
,3
]}

Thi-Phuong Nguyen ^{[4
]}

Huu-Hung Nguyen ^{[5
]}

Ngoc-Hong Nguyen ^{[6
]}

Sam-ang, Pornpat ^{[7
]}

Phontre, Kiettipum ^{[8
]}

Sichaem, Jirapast ^{[9
]}

机构：

[1] Univ Educ, Fac Chem, Ho Chi Minh City, Vietnam

[2] Duy Tan Univ, Inst Fundamental & Appl Sci, Ho Chi Minh City, Vietnam

[3] Duy Tan Univ, Fac Nat Sci, Da Nang, Vietnam

[4] Nguyen Tat Thanh Univ, Fac Biotechnol, Ho Chi Minh City, Vietnam

[5] Van Lang Univ, Fac Environm & Biotechnol, Ho Chi Minh City, Vietnam

[6] Ind Univ Ho Chi Minh City, Ho Chi Minh City, Vietnam

[7] Pibulsongkram Rajabhat Univ, Fac Sci & Technol, Phitsanulok, Thailand

[8] Khon Kaen Univ, Fac Pharmaceut Sci, Div Pharmacognosy & Toxicol, Khon Kaen, Thailand

[9] Thammasat Univ, Fac Sci & Technol, Lampang Campus, Lampang, Thailand

来源：

NATURAL PRODUCT RESEARCH | 2022年 / 36卷 / 01期

关键词：

Lupeol derivative; alpha-glucosidase inhibition; cytotoxicity; SELECTIVE OXIDATION; LICHENS; FUNGI;

D O I：

10.1080/14786419.2020.1758095

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A series of lupeol derivatives 2, 2a-2f, 2a-2h, 3a-3e, and 4a-4b were designed, synthesised and evaluated for their alpha-glucosidase inhibitory and cytotoxic activities. Among synthetic derivatives, lupeol analogues 2b and 2e containing a benzylidene chain exhibited the best activity against alpha-glucosidase and superior to the positive agent with the IC50 values of 29.4 +/- 1.33 and 20.1 +/- 0.91 mu M, respectively. Lupeol analogues 2d and 3a showed weak cytotoxicity against K562 cell line with the IC50 values of 76.6 +/- 2.40 and 94.4 +/- 1.51 mu M, respectively. [GRAPHICS] .

引用

页码：1 / 7

页数：7

共 50 条

[1] New Flavonoid Derivatives from Melodorum fruticosum and Their α-Glucosidase Inhibitory and Cytotoxic Activities
Do, Lien T. M.
Sichaem, Jirapast
MOLECULES, 2022, 27 (13):
[2] Design, semisynthesis, α-glucosidase inhibitory, cytotoxic, and antibacterial activities of p-terphenyl derivatives
Zhang, Xue-Qing
Mou, Xiao-Feng
Mao, Ning
Hao, Jie-Jie
Liu, Ming
Zheng, Ji-Yong
Wang, Chang-Yun
Gu, Yu-Cheng
Shao, Chang-Lun
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 146 : 232 - 244
[3] Synthesis of Cinnamamide Derivatives and Their α-Glucosidase Inhibitory Activities
Ernawati, Teni
Mun'im, Abdul
Hanafi, Muhamad
Yanuar, Arry
SAINS MALAYSIANA, 2020, 49 (02): : 315 - 322
[4] SYNTHESIS AND α-GLUCOSIDASE INHIBITORY ACTIVITY OF URSOLIC ACID, LUPEOL, AND BETULINIC ACID DERIVATIVES
Ngoc-Hong Nguyen
Duc Dung Pham
Thi-Thanh-Van Le
Thi-Anh-Tuyet Nguyen
Dinh-Long Huynh
Thuc-Huy Duong
Sichaem, Jirapast
CHEMISTRY OF NATURAL COMPOUNDS, 2021, 57 (06) : 1038 - 1041
[5] Synthesis and α-Glucosidase Inhibitory Activity of Ursolic Acid, Lupeol, and Betulinic Acid Derivatives
Ngoc-Hong Nguyen
Duc Dung Pham
Thi-Thanh-Van Le
Thi-Anh-Tuyet Nguyen
Dinh-Long Huynh
Thuc-Huy Duong
Jirapast Sichaem
Chemistry of Natural Compounds, 2021, 57 : 1038 - 1041
[6] New antihyperglycemic, α-glucosidase inhibitory, and cytotoxic derivatives of benzimidazoles
Kumar, Jaladi Ashok
Tiwari, Ashok Kumar
Ali, Amtul Zehra
Madhusudhana, Kuncha
Reddy, Boreddy Srinivas
Ramakrishna, Sistala
Raju, Bhimapaka China
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2010, 25 (01) : 80 - 86
[7] Synthesis, inhibitory activities, and QSAR study of xanthone derivatives as α-glucosidase inhibitors
Liu, Yan
Ke, Zhuofeng
Cui, Jianfang
Chen, Wen-Hua
Ma, Lin
Wang, Bo
BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (15) : 7185 - 7192
[8] Synthesis, Topoisomerase I Inhibitory and Cytotoxic Activities of Chromone Derivatives
Maicheen, Chirattikan
Jittikoon, Jiraphun
Vajragupta, Opa
Ungwitayatorn, Jiraporn
MEDICINAL CHEMISTRY, 2013, 9 (03) : 329 - 339
[9] Synthesis of rotenoid derivatives with cytotoxic and topoisomerase II inhibitory activities
Sangthong, Supranee
Krusong, Kuakarun
Ngamrojanavanich, Nattaya
Vilaivan, Tirayut
Puthong, Songchan
Chandchawan, Supajittra
Muangsin, Nongnuj
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (16) : 4813 - 4818
[10] Synthesis of lupeol derivatives and their antileishmanial and antitrypanosomal activities
Machado, Vanessa R.
Sandjo, Louis P.
Pinheiro, Giovanni L.
Moraes, Milene H.
Steindel, Mario
Pizzolatti, Moacir G.
Biavatti, Maique W.
NATURAL PRODUCT RESEARCH, 2018, 32 (03) : 275 - 281

← 1 2 3 4 5 →