Cassane-type diterpenes from roots of Pterolobium macropterum and their anti-inflammatory activity

被引:7
|
作者
Raksat, Achara [1 ]
Choodej, Siwattra [1 ]
Aree, Thammarat [1 ]
Ebrahimi, Samad Nejad [2 ]
Pudhom, Khanitha [1 ]
机构
[1] Chulalongkorn Univ, Fac Sci, Dept Chem, Bangkok 10330, Thailand
[2] Shahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, Tehran, Iran
关键词
Pterolobium macropterum; Leguminosae; Cassane diterpenes; Pterolobirins; Nitric oxide production; SEEDS;
D O I
10.1016/j.phytochem.2021.113074
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
Eight undescribed cassane diterpenes, pterolobirins C-J, together with two known analogs, were isolated from the roots of Pterolobium macropterum. Their structures were characterized by extensive spectroscopic techniques including NMR, MS, ECD and X-ray crystallographic spectroscopy. The absolute configuration of pterolobirin J was confirmed by single-crystal X-ray diffraction data. The compounds were screened for their anti-inflammatory activity on the lipopolysaccharide (LPS) induced nitric oxide (NO) production in J774. A1 macrophage cells. Pterolobirin E and sucutinirane C displayed good NO inhibition with IC50 values of 24.44 +/- 1.34 and 19.16 +/- 1.22 mu M, respectively.
引用
收藏
页数:8
相关论文
共 50 条
  • [1] Cassane diterpenoids with α-glucosidase inhibitory activity from the fruits of Pterolobium macropterum
    Cheenpracha, Sarot
    Chokchaisiri, Ratchanaporn
    Ganranoo, Lucksagoon
    Bureekaew, Sareeya
    Limtharakul, Thunwadee
    Laphookhieo, Surat
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2023, 19 : 658 - 665
  • [2] New cassane diterpenoids from the seeds of Pterolobium macropterum
    Lan, Yue-ping
    Gu, Wen-jian
    Yang, Ming
    Zhang, Pu-Zhao
    PHYTOCHEMISTRY LETTERS, 2024, 62 : 44 - 48
  • [3] Anti-inflammatory Cassane-Type Diterpenoids from the Seed Kernels of Caesalpinia sinensis
    Wang, Miao
    Yu, Siyu
    Qi, Shizhou
    Zhang, Baohui
    Song, Kairu
    Liu, Ting
    Gao, Huiyuan
    JOURNAL OF NATURAL PRODUCTS, 2021, 84 (08): : 2175 - 2188
  • [4] Cassane-type Diterpenes from the Seeds of Caesalpinia minax with Their Antineoplastic Activity
    Ma, Guo-Xu
    Xu, Xu-Dong
    Cao, Li
    Yuan, Jing-Quan
    Yang, Jun-Shan
    Ma, Li-Yan
    PLANTA MEDICA, 2012, 78 (12) : 1363 - 1369
  • [5] Cassane-type diterpenes from the seeds of Caesalpinia crista
    Cheenpracha, Sarot
    Karalai, Chatchanok
    Ponglimanont, Chanita
    Chantrapromma, Kan
    Laphookhieo, Surat
    HELVETICA CHIMICA ACTA, 2006, 89 (05) : 1062 - 1066
  • [6] The New Cassane-Type Diterpenes from Caesalpinia minax
    Ma, Guo-Xu
    Yuan, Jing-Quan
    Cao, Li
    Yang, Jun-Shan
    Xu, Xu-Dong
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2012, 60 (06) : 759 - 763
  • [7] Three New Cassane-Type Diterpenes from Caesalpinia minax
    Ma, Rui-Jing
    Hu, Jiang-Miao
    Yang, Xun-Yun
    Wang, Li-Qin
    HELVETICA CHIMICA ACTA, 2014, 97 (07) : 1009 - 1013
  • [8] New cassane-type diterpenes of Caesalpinia crista from Myanmar
    Kalauni, SK
    Awale, S
    Tezuka, Y
    Banskota, AH
    Linn, TZ
    Kadota, S
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2005, 53 (02) : 214 - 218
  • [9] Five New Cassane-Type Diterpenes from Caesalpinia crista
    Yang, Zheng-Yi
    Yin, Yin-Hua
    Hu, Li-Hong
    HELVETICA CHIMICA ACTA, 2009, 92 (01) : 121 - 126
  • [10] Semisynthesis and Evaluation of Anti-Inflammatory Activity of the Cassane-Type Diterpenoid Taepeenin F and of Some Synthetic Intermediates
    Zentar, Houda
    Jannus, Fatin
    Gutierrez, Pilar
    Medina-O'Donnell, Marta
    Lupianez, Jose Antonio
    Reyes-Zurita, Fernando J.
    Alvarez-Manzaneda, Enrique
    Chahboun, Rachid
    JOURNAL OF NATURAL PRODUCTS, 2022, : 2372 - 2384