The Cytotoxic Activity of Dammarane-Type Triterpenoids Isolated from the Stem Bark of Aglaia cucullata (Meliaceae)

被引:4
|
作者
Purnama [1 ]
Farabi, Kindi [1 ,2 ]
Runadi, Dudi [1 ]
Kuncoro, Hadi [3 ]
Harneti, Desi [1 ]
Nurlelasari [1 ]
Mayanti, Tri [1 ]
Azmi, Mohamad Nurul [4 ]
Fajriah, Sofa [5 ]
Supratman, Unang [1 ,2 ]
机构
[1] Univ Padjadjaran, Fac Math & Nat Sci, Dept Chem, Sumedang 45363, West Java, Indonesia
[2] Univ Padjadjaran, Cent Lab, Sumedang 45363, West Java, Indonesia
[3] Univ Mulawarman, Fac Pharm, Samarinda 75123, East Kalimantan, Indonesia
[4] Univ Sains Malaysia, Sch Chem Sci, Minden 11800, Penang, Malaysia
[5] Complex Cibinong Sci Ctr BRIN, Res Ctr Pharmaceut Ingredients & Tradit Med, Natl Res & Innovat Agcy BRIN, Cibinong 16911, Jawa Barat, Indonesia
来源
MOLECULES | 2023年 / 28卷 / 13期
关键词
Aglaia cucullata; cytotoxic activity; MCF-7 cell line; B16-F10 cell line; CV-1 normal cell line; ROCAGLAMIDE DERIVATIVES; TERPENOID CONSTITUENTS; ANTIFUNGAL ACTIVITY; DIPTEROCARPOL; DITERPENOIDS; ELLIPTICA; BISAMIDE; LIGNANS; FRUITS; TWIGS;
D O I
10.3390/molecules28134946
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The Aglaia genus, a member of the Meliaceae family, is generally recognized to include a number of secondary metabolite compounds with diverse structures and biological activities, including triterpenoids. Among the members of this genus, Aglaia cucullata has been reported to have unique properties and thrives exclusively in mangrove ecosystems. This plant is also known to contain various metabolites, such as flavaglines, bisamides, and diterpenoids, but there are limited reports on the isolation of triterpenoid compounds from its stem bark. Therefore, this research attempted to isolate and elucidate seven triterpenoids belonging to dammarane-type (1-7) from the stem bark of Aglaia cucullata. The isolated compounds included 20S,24S-epoxy-3 & alpha;,25-dihydroxy-dammarane (1), dammaradienone (2), 20S-hydroxy-dammar-24-en-3-on (3), eichlerianic acid (4), (20S,24RS)-23,24-epoxy-24-methoxy-25,26,27-tris-nor dammar-3-one (5), 3 & alpha;-acetyl-cabraleahydroxy lactone (6), and 3 & alpha;-acetyl-20S,24S-epoxy-3 & alpha;,25-dihydroxydammarane (7). Employing spectroscopic techniques, the chemical structures of the triterpenoids were identified using FTIR, NMR, and HRESITOF-MS. The cytotoxic activity of compounds 1-7 was tested with the PrestoBlue cell viability reagent against MCF-7 breast cancer, B16-F10 melanoma, and CV-1 normal kidney fibroblast cell lines. The results displayed that compound 5 had the highest level of bioactivity compared to the others. Furthermore, the IC50 values obtained were more than 100 & mu;M, indicating the low potential of natural dammarane-type triterpenoids as anticancer agents. These findings provided opportunities for further studies aiming to increase their cytotoxic activities through semi-synthetic methods.
引用
收藏
页数:13
相关论文
共 50 条
  • [41] New dammarane-type triterpenoids from the leaves of Panax notoginseng and their protein tyrosine phosphatase 1B inhibitory activity
    Li, Dawei
    Cao, Paging
    Bi, Xiuli
    Xia, Xichun
    Li, Wei
    Zhao, Yuqing
    JOURNAL OF GINSENG RESEARCH, 2014, 38 (01) : 28 - 33
  • [42] Dammarane-Type Triterpenoids from the Roots of Rhus chinensis and Their Preventive Effects on Zebrafish Heart Failure and Thrombosis
    Ye, Miao
    Xu, Wen
    He, Qing
    Wu, Xian
    Lai, Wen-Fang
    Zhang, Xiao-Qin
    Lin, Yu
    Xu, Wei
    Li, Xu-Wen
    JOURNAL OF NATURAL PRODUCTS, 2020, 83 (02): : 362 - 373
  • [43] Antiplasmodial and cytotoxic activity of lanostane type triterpenoids isolated from Leplaea mayombensis
    Sidjui, Lazare Sidjui
    Soh, Desire
    Herbette, Gaetan
    Toghueo, Rufin Marie Kouipou
    Folefoc, Gabriel Ngosong
    Mahiou-Leddet, Valerie
    Baghdikian, Beatrice
    Ali, Muhammad Shaiq
    PHYTOCHEMISTRY LETTERS, 2022, 51 : 50 - 56
  • [44] Novel dammarane-type triterpenes isolated from hydrolyzate of total Gynostemma pentaphyllum saponins
    Zhang, Xiao-Shu
    Cao, Jia-Qing
    Zhao, Chen
    Wang, Xu-de
    Wu, Xiao-jun
    Zhao, Yu-Qing
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (16) : 3095 - 3099
  • [45] Four Novel Dammarane-Type Triterpenoids from Pearl Knots of Panax ginseng Meyer cv. Silvatica
    Qi, Zeng
    Li, Zhuo
    Guan, Xuewa
    Wang, Cuizhu
    Wang, Fang
    Li, Pingya
    Liu, Jinping
    MOLECULES, 2019, 24 (06):
  • [46] New dammarane-type triterpenoids from hydrolyzate of total Gynostemma pentaphyllum saponins with protein tyrosine phosphatase 1B inhibitory activity
    Tan, Daopeng
    Wang, Jianmei
    Wang, Xianting
    Qin, Lin
    Du, Yimei
    Zhao, Changkuo
    Liu, Peijun
    Zhang, Qianru
    Ma, Feifei
    Xie, Jian
    Wu, Di
    He, Yuqi
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2023, 38 (01)
  • [47] Cytotoxic ring A-seco triterpenoids from the stem bark of Dysoxylum lukii
    Huang, Rui
    Zhao, Ying
    Wang, Ying
    Zhou, Lei
    Chen, Yu-Feng
    Wang, Jin-Feng
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2018, 20 (09) : 860 - 866
  • [48] Studies on the constituents of Viburnum species .17. New dammarane-type triterpenoids from Viburnum dilatatum THUNB.
    Machida, K
    Kikuchi, M
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1997, 45 (10) : 1589 - 1592
  • [49] New dammarane-type glycosides from Gynostemma pentaphyllum and their lipid-lowering activity
    Weng, Xin
    Lou, Yun-Yun
    Wang, Yun-Shan
    Huang, Ya-Ping
    Zhang, Jian
    Yin, Zhi-Qi
    Pan, Ke
    BIOORGANIC CHEMISTRY, 2021, 111
  • [50] Dammarane-type saponins from Gynostemma pentaphyllum and their potential anti-AD activity
    Wang, Jun
    Li, Cai-Hong
    Farimani, Mahdi Moridi
    Yang, Jun-Li
    PHYTOCHEMISTRY LETTERS, 2019, 31 : 147 - 154