Sinularamides A–G, Terpenoid-Derived Spermidine and Spermine Conjugates with Casitas B-Lineage Lymphoma Proto-Oncogene B (Cbl-b) Inhibitory Activities from a Sinularia sp. Soft Coral | Zendy

Wei Jiang | Zendy; Dongdong Wang | Zendy; Brice A. P. Wilson | Zendy; Donna Voeller | Zendy; Heidi R. Bokesch | Zendy; Emily A. Smith | Zendy; Stanley Lipkowitz | Zendy; Barry R. O’Keefe | Zendy; Kirk R. Gustafson | Zendy

Open Access

Sinularamides A–G, Terpenoid-Derived Spermidine and Spermine Conjugates with Casitas B-Lineage Lymphoma Proto-Oncogene B (Cbl-b) Inhibitory Activities from a Sinularia sp. Soft Coral

Author(s) -

Wei Jiang,

Dongdong Wang,

Brice A. P. Wilson,

Donna Voeller,

Heidi R. Bokesch,

Emily A. Smith,

Stanley Lipkowitz,

Barry R. O’Keefe,

Kirk R. Gustafson

Publication year - 2021

Publication title -

journal of natural products

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.976

H-Index - 139

eISSN - 1520-6025

pISSN - 0163-3864

DOI - 10.1021/acs.jnatprod.1c00367

Subject(s) - terpenoid , spermine , chemistry , spermidine , stereochemistry , biochemistry , biology , enzyme

An extract of a Sinularia sp. soft coral showed inhibitory activity against the E3-ubiquitin ligase casitas B-lineage lymphoma proto-oncogene B (Cbl-b). Subsequent bioassay-guided separation of the extract provided a series of terpenoid-derived spermidine and spermine amides that were named sinularamides A-G ( 1 - 7 ). Compounds 1 - 7 represent new natural products; however, sinularamide A ( 1 ) was previously reported as a synthetic end product. The structures of sinularamides A-G ( 1 - 7 ) were elucidated by analysis of spectroscopic and spectrometric data from NMR, IR, and HRESIMS experiments and by comparison with literature data. All of the isolated compounds showed Cbl-b inhibitory activities with IC 50 values that ranged from approximately 6.5 to 33 μM.

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