Structural studies on sea cucumber triterpene glycosides and sterols in G.B. Elyakov Pacific Institute of Bioorganic Chemistry of FEB RAS. The recent achievements

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Abstract

The article briefly discusses main achievements in the investigation of structures of sea cucumber triterpene glycosides and sterols in G.B. Elyakov Pacific Institute of Bioorganic Chemistry of FEB RAS in the period from 2019 by now, including isolation and structural elucidation of more than 80 new triterpene glycosides from Pacific Ocean sea cucumbers while several of them possess unique structural features.

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About the authors

Vladimir I. Kalinin

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, FEB RAS

Author for correspondence.
Email: kalininv@piboc.dvo.ru

Doctor of Sciences in Biology, Leading Researcher

Russian Federation, Vladivostok

Sergey A. Avilov

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, FEB RAS

Email: avilov-1957@mail.ru

Doctor of Sciences in Chemistry, Leading Researcher

Russian Federation, Vladivostok

Alexandra S. Silchenko

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, FEB RAS

Email: sialexandra@mail.ru
ORCID iD: 0000-0002-9367-1158

Doctor of Sciences in Chemistry, Leading Researcher

Russian Federation, Vladivostok

Irina I. Kapustina

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, FEB RAS

Email: ikapust@rambler.ru

Candidate of Science in Chemistry, Researcher

Russian Federation, Vladivostok

Ludmila P. Ponomarenko

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, FEB RAS

Email: ponjmarenko@inbox.ru

Candidate of Science in Chemistry, Senior Researcher

Russian Federation, Vladivostok

References

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Supplementary files

Supplementary Files
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1. JATS XML
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2. Fig. 1. Holostane is a model lanostane triterpenoid with 18(20)-lactone

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3. 2. Triterpene glycosides from holothurium Psolus fabricii. 1 – psolusoside C3; 2 – psolusoside D2; 3 – psolusoside D3; 4 – psolusoside D4; 5 – psolusoside D5

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4. Pain. 3. The structure of glycosides from holothurium Psolus fabricii. 6-psolusoside B; 7-psolusoside E; 8-psolusoside F; 9-psolusoside G; 10-psolusoside H; 11-psolusoside H1; 12-psolusoside I

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5. Pain. 4. The structure of triterpene glycosides from holothurium Psolus fabricii. 13-psolusoside B1; 14-psolusoside B2; 15-psolusoside J; 16-psolusoside K; 17-psolusoside L; 18-psolusoside M; 19-psolusoside N; 20-psolusoside O; 21-psolusoside P; 22-psolusoside Q

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6. Pain. 5. Chemical structures of glycosides isolated from Colochirus quadrangularis: 23 – quadrangularisoside A; 24 – quadrangularisoside A1; 25 – quadrangularisoside B; 26 – quadrangularisoside B1; 27 – quadrangularisoside B2; 28 – quadrangularisoside C; 29 – quadrangularisoside C1; 30 – quadrangularisoside D; 31 – quadrangularisoside D1; 32 – quadrangularisoside D2; 33 – quadrangularisoside D3; 34 – quadrangularisoside D4; 35 – quadrangularisoside e

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7. Pain. 6. Chemical structures of glycosides isolated from holothurium Thyonidium kurilensis: 36-kuriloside A1; 37-kuriloside A2; 38-kuriloside C1; 39-kuriloside D; 40-kuriloside E; 41-kuriloside F

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8. 7. Chemical structure of glycosides isolated from thyonidium kurilensis: 42 – kuriloside A3; 43 – kuriloside D1; 44 – kuriloside G; 45 – kuriloside H; 46 – kuriloside I; 47 – kuriloside I1; 48 – kuriloside J; 49 – kuriloside K; 50 – kuriloside K1

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9. 8. Chemical structures of desulfated glycosides obtained from Thyonidium kurilensis: 51 – DS-kuriloside L; 52– DS-kuriloside M

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10. 9. Chemical structures of glycosides isolated from Psolus chitonoides: 53 – chitonoidoside A; 54 –chitonoidoside A1; 55 – chitonoidoside B; 56 – chitonoidoside C; 57 – chitonoidoside D; 58 – chitonoidoside E

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11. 10. Chemical structure of glycosides isolated from Psolus chitonoides: 59 – chitonoidoside E1; 60 – chitonoidoside F; 61 – chitonoidoside G; 62 – chitonoidoside H

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12. Pain. 11. Chemical structures of glycosides isolated from Psolus chitonoides: 63-chitonoidoside I; 64-chitonoidoside J; 65-chitonoidoside K; 66-chitonoidoside K1; 67-chitonoidoside L

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13. Pain. 12. Chemical structures of glycosides isolated from Paracaudina chilensis: 68-chylenzoside A; 69-chylenzoside A1; 70-chylenzoside B; 71-chylenzoside C; 72-chylenzoside D

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14. 13. Chemical structures of glycosides isolated from Paracaudina chilensis: 73 – hylensoside E; 74 – hylensoside F; 75 – hylensoside G

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15. Rhys. 14. Chemical structures of glycosides isolated from holothurium Cucumaria djakonovi: 76 – diaconovioside A; 77 – diaconovioside A1; 78 – diaconovioside A2; 79 – diaconovioside B1; 80 – diaconovioside B2; 81 – diaconovioside B3; 82 – diaconovioside B4

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16. Rhys. 15. Chemical structures of triterpene glycosides from Cucumaria djakonovi: 83 – diaconovioside C1; 84 – diaconovioside D1; 85 – diaconovioside E1; 86 – diaconovioside F1; 87 – ochotoside A2-1; 88 – cucumarioside A2-5; 89 – frontoside A2-3; 90 – cucumarioside A3-2; 91 – isocoreoside A; 92 – coreoside A

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17. 16. Structures of sterols from the Holothurian Orphnurgus cf. glaber

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