Chemical Constituents from Soft Coral Clavularia spp. Demonstrate Antiproliferative Effects on Oral Cancer Cells

Five new eudensamane-type sesquiterpene lactones, clasamanes A–E (1–5), three new dolabellane-type diterpenes, clabellanes A–C (6–8), and fifteen known compounds (9–23) were isolated from the ethanolic extract of Taiwanese soft coral Clavularia spp. The structures of all undescribed components (1–8)...

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Published inMarine drugs Vol. 21; no. 10; p. 529
Main Authors Cheng, Ming-Ya, Chuang, Ya-Ting, Chang, Hsueh-Wei, Lin, Zheng-Yu, Chen, Ching-Yeu, Cheng, Yuan-Bin
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 08.10.2023
MDPI
Subjects
Absolute configuration
Cancer
Cancer therapies
Carbon
cell lines
Chemotherapy
Circular dichroism
circular dichroism spectroscopy
Clavularia
Clavularia spp
Corals
Cytotoxicity
Data analysis
Dichroism
diterpenoids
dolabellane
eudensamane-type sesquiterpene lactone
Lactones
Marine invertebrates
mouth neoplasms
Natural products
neoplasm cells
NMR
Nuclear magnetic resonance
Oral cancer
Sesquiterpene lactones
sesquiterpenoid lactones
spectral analysis
Taiwan
Online AccessGet full text
ISSN1660-3397
1660-3397
DOI10.3390/md21100529

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Abstract Five new eudensamane-type sesquiterpene lactones, clasamanes A–E (1–5), three new dolabellane-type diterpenes, clabellanes A–C (6–8), and fifteen known compounds (9–23) were isolated from the ethanolic extract of Taiwanese soft coral Clavularia spp. The structures of all undescribed components (1–8) were determined by analysis of IR, mass, NMR, and UV spectroscopic data. The absolute configuration of new compounds was determined by using circular dichroism and DP4+ calculations. The cytotoxic activities of all isolated marine natural products were evaluated. Compound 7 showed a significant cytotoxic effect against oral cancer cell line (Ca9-22) with an IC50 value of 7.26 ± 0.17 μg/mL.
AbstractList Five new eudensamane-type sesquiterpene lactones, clasamanes A-E (1-5), three new dolabellane-type diterpenes, clabellanes A-C (6-8), and fifteen known compounds (9-23) were isolated from the ethanolic extract of Taiwanese soft coral Clavularia spp. The structures of all undescribed components (1-8) were determined by analysis of IR, mass, NMR, and UV spectroscopic data. The absolute configuration of new compounds was determined by using circular dichroism and DP4+ calculations. The cytotoxic activities of all isolated marine natural products were evaluated. Compound 7 showed a significant cytotoxic effect against oral cancer cell line (Ca9-22) with an IC50 value of 7.26 ± 0.17 μg/mL.Five new eudensamane-type sesquiterpene lactones, clasamanes A-E (1-5), three new dolabellane-type diterpenes, clabellanes A-C (6-8), and fifteen known compounds (9-23) were isolated from the ethanolic extract of Taiwanese soft coral Clavularia spp. The structures of all undescribed components (1-8) were determined by analysis of IR, mass, NMR, and UV spectroscopic data. The absolute configuration of new compounds was determined by using circular dichroism and DP4+ calculations. The cytotoxic activities of all isolated marine natural products were evaluated. Compound 7 showed a significant cytotoxic effect against oral cancer cell line (Ca9-22) with an IC50 value of 7.26 ± 0.17 μg/mL.
Five new eudensamane-type sesquiterpene lactones, clasamanes A–E (1–5), three new dolabellane-type diterpenes, clabellanes A–C (6–8), and fifteen known compounds (9–23) were isolated from the ethanolic extract of Taiwanese soft coral Clavularia spp. The structures of all undescribed components (1–8) were determined by analysis of IR, mass, NMR, and UV spectroscopic data. The absolute configuration of new compounds was determined by using circular dichroism and DP4+ calculations. The cytotoxic activities of all isolated marine natural products were evaluated. Compound 7 showed a significant cytotoxic effect against oral cancer cell line (Ca9-22) with an IC50 value of 7.26 ± 0.17 μg/mL.
Five new eudensamane-type sesquiterpene lactones, clasamanes A–E ( 1 – 5 ), three new dolabellane-type diterpenes, clabellanes A–C ( 6 – 8 ), and fifteen known compounds ( 9 – 23 ) were isolated from the ethanolic extract of Taiwanese soft coral Clavularia spp. The structures of all undescribed components ( 1 – 8 ) were determined by analysis of IR, mass, NMR, and UV spectroscopic data. The absolute configuration of new compounds was determined by using circular dichroism and DP4+ calculations. The cytotoxic activities of all isolated marine natural products were evaluated. Compound 7 showed a significant cytotoxic effect against oral cancer cell line (Ca9-22) with an IC 50 value of 7.26 ± 0.17 μg/mL.
Five new eudensamane-type sesquiterpene lactones, clasamanes A–E (1–5), three new dolabellane-type diterpenes, clabellanes A–C (6–8), and fifteen known compounds (9–23) were isolated from the ethanolic extract of Taiwanese soft coral Clavularia spp. The structures of all undescribed components (1–8) were determined by analysis of IR, mass, NMR, and UV spectroscopic data. The absolute configuration of new compounds was determined by using circular dichroism and DP4+ calculations. The cytotoxic activities of all isolated marine natural products were evaluated. Compound 7 showed a significant cytotoxic effect against oral cancer cell line (Ca9-22) with an IC₅₀ value of 7.26 ± 0.17 μg/mL.
Author Chuang, Ya-Ting
Cheng, Yuan-Bin
Cheng, Ming-Ya
Lin, Zheng-Yu
Chen, Ching-Yeu
Chang, Hsueh-Wei
AuthorAffiliation 4 Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung 80708, Taiwan
5 Department of Physical Therapy, Tzu-Hui Institute of Technology, Pingtung 92641, Taiwan; chingyeu1971@yahoo.com.tw
1 Department of Marine Biotechnology and Resources, National Sun Yat-Sen University, Kaohsiung 80424, Taiwan; mina78976@gmail.com (M.-Y.C.); m105020014@nsysu.edu.tw (Z.-Y.L.)
2 Department of Biomedical Science and Environmental Biology, PhD Program in Life Sciences, College of Life Science, Kaohsiung Medical University, Kaohsiung 80708, Taiwan; ashleybox26@gmail.com (Y.-T.C.); changhw@kmu.edu.tw (H.-W.C.)
3 Center for Cancer Research, Kaohsiung Medical University, Kaohsiung 80708, Taiwan
6 Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan
AuthorAffiliation_xml – name: 4 Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung 80708, Taiwan
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CitedBy_id crossref_primary_10_1186_s12935_025_03742_w
crossref_primary_10_3390_md22050219
crossref_primary_10_1039_D4NP00067F
crossref_primary_10_1002_cbdv_202400817
crossref_primary_10_1080_08927014_2024_2443029
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  publication-title: Tetrahedron
  doi: 10.1016/0040-4020(78)80180-X
– volume: 69
  start-page: 1411
  year: 2006
  ident: ref_21
  article-title: Cytotoxic constituents from the Formosan soft coral Clavularia inflata var. luzoniana
  publication-title: J. Nat. Prod.
  doi: 10.1021/np0601253
SSID ssj0035894
Score 2.395389
Snippet Five new eudensamane-type sesquiterpene lactones, clasamanes A–E (1–5), three new dolabellane-type diterpenes, clabellanes A–C (6–8), and fifteen known...
Five new eudensamane-type sesquiterpene lactones, clasamanes A-E (1-5), three new dolabellane-type diterpenes, clabellanes A-C (6-8), and fifteen known...
Five new eudensamane-type sesquiterpene lactones, clasamanes A–E ( 1 – 5 ), three new dolabellane-type diterpenes, clabellanes A–C ( 6 – 8 ), and fifteen known...
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StartPage 529
SubjectTerms Absolute configuration
Cancer
Cancer therapies
Carbon
cell lines
Chemotherapy
Circular dichroism
circular dichroism spectroscopy
Clavularia
Clavularia spp
Corals
Cytotoxicity
Data analysis
Dichroism
diterpenoids
dolabellane
eudensamane-type sesquiterpene lactone
Lactones
Marine invertebrates
mouth neoplasms
Natural products
neoplasm cells
NMR
Nuclear magnetic resonance
Oral cancer
Sesquiterpene lactones
sesquiterpenoid lactones
spectral analysis
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Title Chemical Constituents from Soft Coral Clavularia spp. Demonstrate Antiproliferative Effects on Oral Cancer Cells
URI https://www.proquest.com/docview/2882597695
https://www.proquest.com/docview/2883573474
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https://pubmed.ncbi.nlm.nih.gov/PMC10608145
https://doaj.org/article/b3e5ea1dedd9481a967d1d40590518bc
Volume 21
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