Chinese Journal of Organic Chemistry ›› 2026, Vol. 46 ›› Issue (8): 3123-3138.DOI: 10.6023/cjoc202604010 Previous Articles Next Articles
ARTICLES
张玉飞a,b,†, 谭丽容a,†, 钟月圆a,†, 刘同征a,*(
), 王少华b,*(
)
收稿日期:2026-04-07
修回日期:2026-05-13
发布日期:2026-05-27
通讯作者:
刘同征, 王少华
作者简介:†共同第一作者
基金资助:
Yufei Zhanga,b, Lirong Tana, Yueyuan Zhonga, Tongzheng Liua,*(
), Shaohua Wangb,*(
)
Received:2026-04-07
Revised:2026-05-13
Published:2026-05-27
Contact:
Tongzheng Liu, Shaohua Wang
About author:†These authors contributed equally to this work
Supported by:Share
Yufei Zhang, Lirong Tan, Yueyuan Zhong, Tongzheng Liu, Shaohua Wang. Synthesis and Bioactivity Evaluation of Betulinic Acid-Triazole Hybrids as Novel Protein Tyrosine Phosphatase 1B Inhibitors[J]. Chinese Journal of Organic Chemistry, 2026, 46(8): 3123-3138.
| Compound | R | IC50/(μmol•L-1) | Compound | R | IC50/(μmol•L-1) |
|---|---|---|---|---|---|
| BAT1 | | 2.41±0.18 | BAT19 | | 3.40±0.19 |
| BAT2 | | 2.56±0.14 | BAT20 | | 2.77±0.15 |
| BAT3 | | 2.08±0.12 | BAT21 | | 3.17±0.19 |
| BAT4 | | 1.87±0.08 | BAT22 | | 3.87±0.05 |
| BAT5 | | 4.25±0.23 | BAT23 | | 4.06±0.27 |
| BAT6 | | 4.46±0.19 | BAT24 | | 2.14±0.14 |
| BAT7 | | 1.86±0.11 | BAT25 | | 2.35±0.16 |
| BAT8 | | 3.05±0.23 | BAT26 | | 3.32±0.21 |
| BAT9 | | 2.20±0.09 | BAT27 | | 2.94±0.09 |
| BAT10 | | 5.01±0.10 | BAT28 | | 1.06±0.06 |
| BAT11 | | 1.84±0.05 | BAT29 | | 3.53±0.27 |
| BAT12 | | 1.97±0.09 | BAT30 | | 2.84±0.13 |
| BAT13 | | 3.13±0.20 | BAT31 | | 3.91±0.25 |
| BAT14 | | 3.17±0.22 | BAT32 | | 1.95±0.16 |
| BAT15 | | 1.87±0.13 | BAT33 | | 2.50±0.14 |
| BAT16 | | 1.91±0.13 | BAT34 | | 1.68±0.11 |
| BAT17 | | 2.94±0.17 | BAT35 | | 4.42±0.28 |
| BAT18 | | 1.21±0.06 | BA | — | 8.66 ± 0.81 |
| Compound | R | IC50/(μmol•L-1) | Compound | R | IC50/(μmol•L-1) |
|---|---|---|---|---|---|
| BAT1 | | 2.41±0.18 | BAT19 | | 3.40±0.19 |
| BAT2 | | 2.56±0.14 | BAT20 | | 2.77±0.15 |
| BAT3 | | 2.08±0.12 | BAT21 | | 3.17±0.19 |
| BAT4 | | 1.87±0.08 | BAT22 | | 3.87±0.05 |
| BAT5 | | 4.25±0.23 | BAT23 | | 4.06±0.27 |
| BAT6 | | 4.46±0.19 | BAT24 | | 2.14±0.14 |
| BAT7 | | 1.86±0.11 | BAT25 | | 2.35±0.16 |
| BAT8 | | 3.05±0.23 | BAT26 | | 3.32±0.21 |
| BAT9 | | 2.20±0.09 | BAT27 | | 2.94±0.09 |
| BAT10 | | 5.01±0.10 | BAT28 | | 1.06±0.06 |
| BAT11 | | 1.84±0.05 | BAT29 | | 3.53±0.27 |
| BAT12 | | 1.97±0.09 | BAT30 | | 2.84±0.13 |
| BAT13 | | 3.13±0.20 | BAT31 | | 3.91±0.25 |
| BAT14 | | 3.17±0.22 | BAT32 | | 1.95±0.16 |
| BAT15 | | 1.87±0.13 | BAT33 | | 2.50±0.14 |
| BAT16 | | 1.91±0.13 | BAT34 | | 1.68±0.11 |
| BAT17 | | 2.94±0.17 | BAT35 | | 4.42±0.28 |
| BAT18 | | 1.21±0.06 | BA | — | 8.66 ± 0.81 |
| [PTP1B]∶[BAT28] | α-Helix/% | β-Sheet/% | β-Turn/% | Random coil/% |
|---|---|---|---|---|
| 1∶0 | 47.2 | 9.4 | 15.5 | 30.3 |
| 1∶1 | 48.0 | 9.1 | 15.2 | 29.0 |
| 1∶2 | 51.1 | 8.1 | 15.0 | 28.8 |
| 1∶3 | 58.3 | 6.0 | 14.1 | 26.5 |
| [PTP1B]∶[BAT28] | α-Helix/% | β-Sheet/% | β-Turn/% | Random coil/% |
|---|---|---|---|---|
| 1∶0 | 47.2 | 9.4 | 15.5 | 30.3 |
| 1∶1 | 48.0 | 9.1 | 15.2 | 29.0 |
| 1∶2 | 51.1 | 8.1 | 15.0 | 28.8 |
| 1∶3 | 58.3 | 6.0 | 14.1 | 26.5 |
| Molecular formula | Molecular weight | Rotatable bond | H-bond acceptor atoms | H-bond donor atoms | Polar surface area/ nm2 | log Po/w | Water solubility |
|---|---|---|---|---|---|---|---|
| C40H56N4O4 | 797.02 | 11 | 10 | 1 | 1.32 | 9.34 | Insoluble |
| Molecular formula | Molecular weight | Rotatable bond | H-bond acceptor atoms | H-bond donor atoms | Polar surface area/ nm2 | log Po/w | Water solubility |
|---|---|---|---|---|---|---|---|
| C40H56N4O4 | 797.02 | 11 | 10 | 1 | 1.32 | 9.34 | Insoluble |
| [1] |
(a)
|
|
(b)
|
|
|
(c)
|
|
|
(d)
|
|
| [2] |
(a)
|
|
(b)
|
|
|
(c)
|
|
|
(d)
|
|
| [3] |
(a)
|
|
(b)
|
|
|
(c)
|
|
| [4] |
(a)
|
|
(b)
|
|
|
(c)
|
|
| [5] |
(a)
|
|
(b)
|
|
|
(c)
|
|
| [6] |
(a)
|
|
(b)
|
|
|
(c)
|
|
|
(d)
|
|
|
(e)
|
|
| [7] |
(a)
|
|
(b)
|
|
|
(c)
|
|
|
(d)
|
|
|
(e)
|
|
| [8] |
(a)
|
|
(b)
|
|
|
(c)
|
|
|
(d)
|
|
| [9] |
(a)
|
|
(b)
|
|
| [10] |
(a)
|
|
(b)
|
|
|
(c)
|
|
|
(d)
|
|
|
(e)
|
|
| [11] |
|
| [12] |
|
| [13] |
(a)
|
|
(b)
|
|
| [14] |
(a)
|
|
(b)
|
|
| [15] |
(a)
|
|
(b)
|
|
| [16] |
|
| [17] |
(a)
|
|
(b)
|
|
|
(c)
|
|
| [18] |
(a)
|
|
(吴思敏, 唐嘉欣, 周于佳, 徐学涛, 张昊星, 王少华, 有机化学, 2024, 44, 613.)
|
|
|
(b)
|
|
|
(c)
|
|
| [19] |
(a)
|
|
(b)
|
|
|
(c)
|
|
| [20] |
(a)
|
|
(b)
|
|
|
(c)
|
|
|
(d)
|
|
|
(e)
|
|
| [21] |
(a)
|
|
(b)
|
|
|
(c)
|
|
|
(d)
|
|
|
(e)
|
| [1] | Xuanli Ao, Chaojie Ma, Shubing Wang, Lei He, Yu Shang, Jinyang Zhu, Jianxiu Li, Qin Zhang, Rongping Zhang, Bo Hou. Design, Synthesis and Mpro Inhibitory Activity Screening of 2,4-Diketolactam Derivatives [J]. Chinese Journal of Organic Chemistry, 2026, 46(8): 3104-3113. |
| [2] | Fengkai Yu, Xianjin Zhu, Zihan Xu, Lingyu Shi, Yongjia Shi, Xufeng Li, Daoshan Yang. Copper-Catalyzed Three-Component Synthesis of Triazoles Containing Thioether Fragments [J]. Chinese Journal of Organic Chemistry, 2026, 46(7): 2825-2834. |
| [3] | Chongyu Shi, Jiayi Chen, Zheyun Lü, Jicheng Shu, Yingqi Zhang, Jianqun Liu. Study on Biphonyl Lignans and Their Biological Activities from Magnolia officinalis [J]. Chinese Journal of Organic Chemistry, 2026, 46(6): 2337-2345. |
| [4] | Zeyu Hu, Jiacheng Deng, Yan Li, Lei Shen, Hui Mao, Liejin Zhou. Deoxyamination of N1-Triflylbenzotriazoles with Alcohols for sp3-C—N Bond Formation [J]. Chinese Journal of Organic Chemistry, 2026, 46(5): 2017-2030. |
| [5] | Jing Li, Feng Gao, Wanbin Zhang. Advances in the Synthesis Process of Antitumor Drugs CDK4/6 Inhibitors [J]. Chinese Journal of Organic Chemistry, 2026, 46(2): 315-355. |
| [6] | Pu Zhou, Ziyang Su, Deyun Cui, Yi-Nan Cheng, Yi Li, Haifeng Zhou, Bingjian Sun, Honglian Li. Synthesis of Thiochromone Formamide Derivatives and Their Antifungal Activities [J]. Chinese Journal of Organic Chemistry, 2026, 46(1): 87-95. |
| [7] | Jiaqi Lu, Ziwei Wang, Lei Zhang, Ping Zhang. Synthesis and Antimicrobial Activity of C(2)-1,2,4-Triazole Substituted 1,5-Benzothiazepines [J]. Chinese Journal of Organic Chemistry, 2025, 45(8): 2885-2895. |
| [8] | Bin Zheng, Min Wei, Wenwen Lin, Chengxue Pan. Synthesis, Topo I Inhibition and Antitumor Evaluation of Aza-indenoisoquinoline Derivatives [J]. Chinese Journal of Organic Chemistry, 2025, 45(8): 2815-2824. |
| [9] | Hui Li, Ablimit Abdukader, Lei Zhou. Radical Denitrogenative Ring Opening of N-Benzyl-benzotriazoles for the Synthesis of 6-Substituted Phenanthridines under Visible Light Conditions [J]. Chinese Journal of Organic Chemistry, 2025, 45(5): 1770-1777. |
| [10] | Yitao Yan, Yinglu Chen, Hanxian Hu, Jun Wu. Synthesis and Herbicidal Activity of Di-substituted Pyrimidine-Biphenyls and Study of Molecular Mode of Action [J]. Chinese Journal of Organic Chemistry, 2025, 45(1): 358-366. |
| [11] | Baifeng Zheng, Yang Zuo, Qiong Chen, Qiongyou Wu. Design, Synthesis and Herbicidal Activity of Novel Benzothiazole-Pyrimidinediones Compounds [J]. Chinese Journal of Organic Chemistry, 2024, 44(7): 2371-2376. |
| [12] | Yanmei Wei, Zhangxin Yu, Yiyi Du, Pingshu Wang, Fuling Cen, Xiaobao Li, Guangying Chen. Studies on the Highly Oxidized Cadinane Sesquiterpenes from Alangium salviifolium and Their Bioactivities [J]. Chinese Journal of Organic Chemistry, 2024, 44(4): 1363-1367. |
| [13] | Tingting Cheng, Gaolei Song, Long Cheng, Fan Wang, Xinyu Sun, Zhifu Xie, Mei Zhang, Yangming Zhang, Jingya Li, Fajun Nan. Discovery of Alkyl Conjugated Diene Diacids as Novel ACLY Inhibitors [J]. Chinese Journal of Organic Chemistry, 2024, 44(11): 3476-3489. |
| [14] | Zeren Sun, Bingxin Zhai, Guangchao He, Hui Shen, Linya Chen, Shan Zhang, Yi Zou, Qihua Zhu, Yungen Xu. Synthesis and Anti-inflammatory Evaluation of Novel 1,2,3-Triazole Derivatives [J]. Chinese Journal of Organic Chemistry, 2023, 43(6): 2143-2155. |
| [15] | Jian Ji, Jinhua Liu, Cong Guan, Xuwen Chen, Yun Zhao, Shunying Liu. High Regioselective Synthesis of N2-Substituted-1,2,3-triazole via N-Sulfonyl-1,2,3-triazole Coupling with Alcohol Catalyzed by in-situ Generated Sulfonic Acid [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1168-1176. |
| Viewed | ||||||
|
Full text |
|
|||||
|
Abstract |
|
|||||