( ± )-Ferulasin, Unusual Sesquiterpene Chromones from   Ferula Sinkiangensis

Wang, Jialin; Zhao, Yong; Meng, Xian‐Hua; Zheng, Yi-Dan; Sang, Chun‐Yan; Wang, Weifeng; Ma, Jingfei; Ha, Thi-Kim-Quy; Yang, Jun‐Li

doi:10.2139/ssrn.4136579

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“…Ferulasins ( 61 and 62 ) showed an unusual oxygen-bearing macrocyclic skeleton with a tri-oxaspiro unit and a new backbone in which the C-10` and C-11` of the sesquiterpene side chain form an oxygen-including 13-membered ring with C-2 of chromone ( Figure 9 ). It was obtained as an enantiomeric mixture that was chiral-separated by HPLC to (+)- 61 and (-)- 62 with 2R/3R/10`R and 2S/3S/10`S configurations, respectively based on Xray and ECD data [ 40 ]. Wang et al, assumed the biosynthesis of 61 and 62 from ferulaeone A ( 71 ).…”

Section: Phytoconstituents Of F Sinkiangensismentioning

confidence: 99%

“…Further, Wang et al, purified a new sesquiterpenoid 125 , along with 120 , 122 , and 124 from F. sinkiangensis roots. Compounds 124 and 125 were isomeric cyclic-endoperoxy-nerlildol sesquiterpene derivatives, whereas 120 and 122 were chain and guaiane-type sesquiterpenoid, respectively [ 40 ].…”

Section: Phytoconstituents Of F Sinkiangensismentioning

confidence: 99%

“…The anticancer investigation against SW1990, CFPAC-1, Capan-2, and PANC-1 revealed that (+)- 61 and (-)- 62 had marked proliferation inhibition capacity on PANC-1 cells (IC 50 s 2.24 and 0.92 μM, respectively) and moderate activity against CFPAC-1 cells (IC 50 s 6.12 and 19.13 μM, respectively) compared to taxol (IC 50 s 0.22 and 0.38 μM, respectively). It was noted that the anticancer potential of (+)- 61 was more powerful than (-)- 62 [ 40 ]. Also, 63 – 65 had anticancer activity (EC 50 s 22.78–65.38 μM) against IOZCAS-Spex-II, where 65 was the most potent (EC 50 22.78 μM) relative to camptothecin (EC 50 51.27 μM) [ 41 ].…”

Section: Biological Activities Of F Sinkiangensis ...mentioning

confidence: 99%

“…The following supporting information can be downloaded at: , Table S1: Secondary metabolites reported from Ferula sinkiangensis (Chemical class, molecular weight and formulae, plant part, and origin). References [ 8 , 13 , 14 , 17 , 18 , 19 , 24 , 25 , 27 , 29 , 30 , 35 , 39 , 40 , 41 , 43 , 44 , 46 , 48 , 50 , 51 , 52 , 60 ] are cited in the Supplementary Materials.…”

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confidence: 99%

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Ferula sinkiangensis (Chou-AWei, Chinese Ferula): Traditional Uses, Phytoconstituents, Biosynthesis, and Pharmacological Activities

Khayat

Alharbi

Ghazawi

et al. 2023

Plants

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Ferula is the third largest genus of the Apiaceae family, its species are utilized as a remedy for diverse ailments all over the world. F. sinkiangensis K. M. Shen (Chou-AWei, Chinese Ferula) is mainly found in Xin-jiang Uygur Autonomous Region, China. Traditionally, it is utilized for treating various illnesses such as digestive disorders, rheumatoid arthritis, wound infection, baldness, bronchitis, ovarian cysts, intestinal worms, diarrhea, malaria, abdominal mass, cold, measles, and bronchitis. It can produce different classes of metabolites such as sesquiterpene coumarins, steroidal esters, lignans, phenylpropanoids, sesquiterpenes, monoterpenes, coumarins, organic acid glycosides, and sulfur-containing compounds with prominent bioactivities. The objective of this work is to point out the reported data on F. sinkiangensis, including traditional uses, phytoconstituents, biosynthesis, and bioactivities. In the current work, 194 metabolites were reported from F. sinkiangensis in the period from 1987 to the end of 2022. Nevertheless, future work should be directed to conduct in vivo, mechanistic, and clinical assessments of this plant`s metabolites to confirm its safe usage.

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Section: Phytoconstituents Of F Sinkiangensismentioning

confidence: 99%

Section: Phytoconstituents Of F Sinkiangensismentioning

confidence: 99%