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Literature DB >> 21121605

Yaku'amides A and B, cytotoxic linear peptides rich in dehydroamino acids from the marine sponge Ceratopsion sp.

Reiko Ueoka¹, Yuji Ise, Susumu Ohtsuka, Shigeru Okada, Takao Yamori, Shigeki Matsunaga.

Abstract

Two cytotoxic peptides, yaku'amides A (1) and B (2), were isolated from the marine sponge Ceratopsion sp. Their planar structures were elucidated on the basis of spectroscopic data, whereas the absolute configurations were determined by a combination of the Marfey's analysis and dansylation analysis of the total and partial acid hydrolysis products. The growth inhibitory profile of yaku'amide A against a panel of 39 human cancer cell lines was clearly unique and distinguished from other anticancer drugs.

Entities: Disease Species

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Year: 2010 PMID： 21121605 DOI： 10.1021/ja109275z

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

15 in total

Yaku'amides A and B, cytotoxic linear peptides rich in dehydroamino acids from the marine sponge Ceratopsion sp.

1. Bulky Dehydroamino Acids Enhance Proteolytic Stability and Folding in β-Hairpin Peptides.

Review 2. Marine natural product peptides with therapeutic potential: Chemistry, biosynthesis, and pharmacology.

Review 3. Natural products and other inhibitors of F₁F_O ATP synthase.

4. Impact of Dehydroamino Acids on the Structure and Stability of Incipient 3₁₀-Helical Peptides.

Review 5. Therapeutic potential of marine peptides in cervical and ovarian cancers.

6. Convergent Total Synthesis of Yaku'amide A.

Review 7. α,β-Dehydroamino acids in naturally occurring peptides.

8. A new antiproliferative and antioxidant peptide isolated from Arca subcrenata.

9. New cyclic cystine bridged peptides from the sponge Suberites waedoensis.

10. The taumycin A macrocycle: asymmetric total synthesis and revision of relative stereochemistry.

Yaku'amides A and B, cytotoxic linear peptides rich in dehydroamino acids from the marine sponge Ceratopsion sp.

1. Bulky Dehydroamino Acids Enhance Proteolytic Stability and Folding in β-Hairpin Peptides.

Review 2. Marine natural product peptides with therapeutic potential: Chemistry, biosynthesis, and pharmacology.

Review 3. Natural products and other inhibitors of F1FO ATP synthase.

4. Impact of Dehydroamino Acids on the Structure and Stability of Incipient 310-Helical Peptides.

Review 5. Therapeutic potential of marine peptides in cervical and ovarian cancers.

6. Convergent Total Synthesis of Yaku'amide A.

Review 7. α,β-Dehydroamino acids in naturally occurring peptides.

8. A new antiproliferative and antioxidant peptide isolated from Arca subcrenata.

9. New cyclic cystine bridged peptides from the sponge Suberites waedoensis.

10. The taumycin A macrocycle: asymmetric total synthesis and revision of relative stereochemistry.

Review 3. Natural products and other inhibitors of F₁F_O ATP synthase.

4. Impact of Dehydroamino Acids on the Structure and Stability of Incipient 3₁₀-Helical Peptides.