New Cassane Diterpenoids from the Seed Kernels of Caesalpinia cucullata, Exhibit Anti‐inflammatory Effect in vitro by Inhibiting iNOS Enzymatic Activity

Published on Feb 1, 2021in Chinese Journal of Chemistry3.826
· DOI :10.1002/CJOC.202000683
Miao Wang9
Estimated H-index: 9
(SPU: Shenyang Pharmaceutical University),
Yiren Yang4
Estimated H-index: 4
(SPU: Shenyang Pharmaceutical University)
+ 5 AuthorsHui-Yuan Gao13
Estimated H-index: 13
(SPU: Shenyang Pharmaceutical University)
#1Jing Zhang (Henan University of Traditional Chinese Medicine)H-Index: 1
#2Mingjun Zhu (Henan University of Traditional Chinese Medicine)H-Index: 3
Last. Youping Wang (Henan University of Traditional Chinese Medicine)H-Index: 7
view all 6 authors...
Abstract Background Triptolide (TP), a principal bioactive component of traditional Chinese medicine Tripterygium wilfordii Hook. F., has been shown to have immunosuppressive/anti-inflammatory actions in vitro. Moreover, it is well established that inflammatory mechanisms contribute to the progression of hypertension-induced renal injury. Therefore, this study was performed to determine the protective effects of TP on renal injury in salt-sensitive hypertension and to identify the possible mecha...
#1Roghayeh Heiran (Shiraz University)H-Index: 6
#2Saghi Sepehri (Ardabil University of Medical Sciences)H-Index: 10
Last. Edward Turos (USF: University of South Florida)H-Index: 26
view all 9 authors...
Abstract This study reports the synthesis and biological investigation of three series of novel monocyclic β-lactam derivatives bearing a morpholine ring substituent on the nitrogen. The resulting β-lactam adducts were synthesized via Staudinger's [2 + 2]-ketene-imine cycloaddition reaction. New synthesized products were fully characterized by spectral data and elemental analyses, and then evaluated for anti-inflammatory activity toward human inducible nitric oxide synthase (iNOS) and cytotoxici...
3 CitationsSource
#1Shasha Luo (Zhengzhou University)H-Index: 2
#2He Li (Zhengzhou University)H-Index: 2
Last. Xiaotian Li (Zhengzhou University)H-Index: 2
view all 11 authors...
Abstract Objectives As one of the main active ingredients of Chinese herbal medicine Andrographis paniculate, andrographolide is used in domestic clinical treatment for respiratory infections and inflammation. This study was designed to investigate the effects of andrographolide as an antioxidant on the level of oxidative stress, neutrophil accumulation and infiltration in joints and synovial tissue of arthritis rats induced by complete freund's adjuvant. Methods A rat model of rheumatoid arthri...
#1Ting Liu (SPU: Shenyang Pharmaceutical University)H-Index: 1
#2Miao Wang (SPU: Shenyang Pharmaceutical University)H-Index: 9
Last. Hui-Yuan Gao (SPU: Shenyang Pharmaceutical University)H-Index: 13
view all 9 authors...
Abstract In this paper, chemical investigation on the chloroform soluble fraction of seed kernels of Caesalpinia bonduc resulted in the isolation of five new cassane diterpenoids: norcaesalpinin O (1), norcaesalpinin P (2), caesalpinin MQ (3), caesall O/P (4/5) and seven known compounds (6-12). Compounds structures were elucidated by 1H NMR, 13C NMR, 2D NMR, HR-MS and ECD (electronic circular dichroism) spectral analysis. The characters for new compounds with the presence of an aromatized C ring...
2 CitationsSource
#1Wenhua Jing (SPU: Shenyang Pharmaceutical University)H-Index: 3
#2Xinxin Zhang (SPU: Shenyang Pharmaceutical University)H-Index: 3
Last. Hui-Yuan Gao (SPU: Shenyang Pharmaceutical University)H-Index: 13
view all 7 authors...
Abstract Natural products, especially diterpenoids, are enriched with numerous compounds with a broad spectrum of therapeutic indications, suggesting that functional moieties serve as a core pharmacophore. Cassane diterpenoids (CAs), as the main and characteristic constituents of medical plants in the Caesalpinia genus, have been widely studied due to their bioactivities, and >450 compounds have been reported since the 1960s, including 283 compounds that have been reported in the past decade. Th...
13 CitationsSource
#1Tae Kyoung Lee (SKKU: Sungkyunkwan University)H-Index: 7
#2Tuy An Trinh (Gachon University)H-Index: 5
Last. Ki-Hyun Kim (SKKU: Sungkyunkwan University)H-Index: 105
view all 11 authors...
Abstract Inflammation is not only a self-defense response of the innate immune system, but also the pathogenesis mechanism of multiple diseases such as arthritis, neurodegeneration, and cancer. Curcuma zedoaria Roscoe (Zingiberaceae), an indigenous plant of India, has been used traditionally in Ayurveda and folk medicine. As part of our ongoing efforts to screen traditional medicinal plants exhibiting pharmacological potential and to characterize the compounds involved, we examined the anti-infl...
10 CitationsSource
#1Ziwei Tong (SPU: Shenyang Pharmaceutical University)H-Index: 1
#2Li Cheng (SPU: Shenyang Pharmaceutical University)H-Index: 2
Last. Zhaohua WuH-Index: 2
view all 8 authors...
Abstract Ethnopharmacological relevance Seeds of Caesalpinia minax Hance called ‘Ku-Shi-Lian’ (KSL) in China have been used as Zhuang or Dai folk medicines for treatment of common cold, fever, rheumatoid arthritis and dysentery for hundred years. Aim of the study This study aimed to investigate therapeutic efficacy of KSL extract using complete Freund's adjuvant (CFA) induced arthritis in a rat model and the anti-inflammatory activity of cassane diterpenes as the main active material basis of th...
14 CitationsSource
#1Seoung Rak Lee (SKKU: Sungkyunkwan University)H-Index: 13
#2Seulah Lee (SKKU: Sungkyunkwan University)H-Index: 13
Last. Ki-Hyun Kim (SKKU: Sungkyunkwan University)H-Index: 105
view all 6 authors...
Abstract Poria cocos Wolf (Polyporaceae) has been used as a medicinal fungus to treat various diseases since ancient times. This study aimed to investigate the anti-inflammatory chemical constituents of the sclerotia of P. cocos . Based on bioassay-guided fractionation using lipopolysaccharide (LPS)-stimulated Raw264.7 cells, chemical investigation of the EtOH extract of the sclerotia of P. cocos resulted in the isolation and identification of eight compounds including six triterpenoids, namely ...
45 CitationsSource
#1Azab AnH-Index: 4
#2Ahmad Nassar (BGU: Ben-Gurion University of the Negev)H-Index: 4
Last. Abed N. Azab (BGU: Ben-Gurion University of the Negev)H-Index: 11
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This article presents highlights of the published literature regarding the anti-inflammatory activities of natural products. Many review articles were published in this regard, however, most of them have presented this important issue from a regional, limited perspective. This paper summarizes the vast range of review and research articles that have reported on the anti-inflammatory effects of extracts and/or pure compounds derived from natural products. Moreover, this review pinpoints some inte...
92 CitationsSource
#1Ruijuan Dong (SPU: Shenyang Pharmaceutical University)H-Index: 1
#2Jiuzhi Yuan (SPU: Shenyang Pharmaceutical University)H-Index: 2
Last. Hui-Yuan Gao (SPU: Shenyang Pharmaceutical University)H-Index: 13
view all 7 authors...
Cassane skeletons are rare in nature, but often possess valuable medicinal properties. A furanoditerpenoid with an unusual A-seco-rearranged cassane skeleton, neocaesalminin A, and five furanoditerpenoids were isolated from seeds of Caesalpinia minax Hance, along with six known cassane derivatives, 7-O-acetyl-bonducellpin C, caesalmin F, caesalmin C, ζ-caesalmin, caesalmin E1 and caesalpinin K. Compound structures were determined by spectroscopy (HR-ESI-MS, UV, IR, 1D NMR, 2D NMR), X-ray crystal...
21 CitationsSource
Cited By1
#1Wen-Yu Zhao (Dalian Medical University)H-Index: 3
#2Xin-Yue Zhang (Dalian Medical University)H-Index: 3
Last. Xiaochi Ma (Xuzhou Medical College)H-Index: 26
view all 10 authors...
Abstract Inhibition of soluble epoxide hydrolase (sEH) is considered to be an effective treatment for inflammation-related diseases, and small molecules origin from natural products show promising activity against sEH. Two undescribed protostanes, 3β-hydroxy-25-anhydro-alisol F (1) and 3β-hydroxy-25-anhydroalisol G (2) were isolated from Alisma orientale and identified as new sEH inhibitors with the IC50 values of 10.06 and 30.45 μM, respectively. Potential lead compound 1 was determined as an u...