- First total synthesis of hoshinoamide A
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Hoshinoamides A, B and C, linear lipopeptides, were isolated from the marine cyanobacterium Caldora penicillata, with potent antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum. Herein, we describe the first total synthesis of hosh
- Liu, Long,Rui, Zihan,Shao, Yutian,Xu, Shengtao,Yang, Yiming,Zhou, Haipin
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supporting information
p. 2924 - 2931
(2022/01/12)
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- Total synthesis and biological activity of dolastatin 16
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The total synthesis of dolastatin 16, a macrocyclic depsipeptide first isolated from the sea hare Dolabella auricularia as a potential antineoplastic metabolite by Pettit et al., was achieved in a convergent manner. Dolastatin 16 was reported by Tan to ex
- Casalme, Loida O.,Yamauchi, Arisa,Sato, Akinori,Petitbois, Julie G.,Nogata, Yasuyuki,Yoshimura, Erina,Okino, Tatsufumi,Umezawa, Taiki,Matsuda, Fuyuhiko
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supporting information
p. 1140 - 1150
(2017/02/10)
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- Solution-phase synthesis and biological evaluation of triostin A and its analogues
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Triostin A is a biosynthetic precursor of echinomycin which is one of the most potent hypoxia inducible factor 1 (HIF-1) inhibitors. An improved solution-phase synthesis of triostin A on a preparative scale has been achieved in 17.5% total yield in 13 ste
- Hattori, Kozo,Koike, Kota,Okuda, Kensuke,Hirayama, Tasuku,Ebihara, Masahiro,Takenaka, Mei,Nagasawa, Hideko
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supporting information
p. 2090 - 2111
(2016/02/18)
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- Design, SAR, angiogenic activities evaluation and pro-angiogenic mechanism of new marine cyclopeptide analogs
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Angiogenesis plays an important role in a wide range of physiological processes. In this paper, we designed and synthesized a series of new analogs including 11 line-peptides and 9 cyclo-peptides by using a marine cyclopeptide (compound 21) which could st
- Li,Lu,Wu,Yu,Xu,Qiu,Pei,Lin,Pang
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p. 1183 - 1194
(2013/07/28)
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- Total synthesis, absolute configuration, and biological activity of xyloallenoide A
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The novel natural product xyloallenoide A, isolated from the marine mangrove endophytic fungus from the South China Sea, and its diastereoisomer xyloallenoide A1, which contain N-methyl-substituted amino acids, were synthesized. The absolute configurations of the amino acid units of xyloallenoide A were finally confirmed to be L-Lys, Me-D-Val, and Me-L-Ala. This report represents a practical and attractive alternative for the synthesis of N-methyl-substituted cyclotripeptides. In the preliminary bioassay, synthetic xyloallenoide A showed marginal activities against KB (IC50=9.6 mm) and KBv200 cells (IC50=10.3 μm), and xyloallenoide A1 was inactive against KB and KBv200 cells.
- Wang, San-Yong,Xu, Zhong-Liang,Wang, Hui,Li, Chun-Rong,Fu, Li-Wu,Pang, Ji-Yan,Li, Jing,She, Zhi-Gang,Lin, Yong-Cheng
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experimental part
p. 973 - 982
(2012/08/08)
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- A total synthesis of the ammonium ionophore, (-)-enniatin B
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A nine-step (longest linear) batch total synthesis of the cyclic hexadepsipeptide (-)-enniatin B is described. The synthesis minimizes precipitation during reaction conditions for adaptability to flow synthesis. The route was used to prepare >100 mg of th
- Hu, Dennis X.,Bielitza, Max,Koos, Peter,Ley, Steven V.
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supporting information; experimental part
p. 4077 - 4079
(2012/09/07)
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- Marine cyclotripeptide X-13 promotes angiogenesis in zebrafish and human endothelial cells via PI3K/Akt/eNOS signaling pathways
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Cyclotripeptide X-13 is a core of novel marine compound xyloallenoide A isolated from mangrove fungus Xylaria sp. (no. 2508). We found that X-13 dose-dependently induced angiogenesis in zebrafish embryos and in human endothelial cells, which was accompanied by increased phosphorylation of eNOS and Akt and NO release. Inhibition of PI3K/Akt/eNOS by LY294002 or L-NAME suppressed X-13-induced angiogenesis. The present work demonstrates that X-13 promotes angiogenesis via PI3K/Akt/eNOS pathways.
- Lu, Xi-Lin,Xu, Zhong-Liang,Yao, Xiao-Li,Su, Feng-Juan,Ye, Cheng-Hui,Li, Jing,Lin, Yong-Cheng,Wang, Guang-Lei,Zeng, Jin-Sheng,Huang, Ru-Xun,Ou, Jing-Song,Sun, Hong-Shuo,Wang, Li-Ping,Pang, Ji-Yan,Pei, Zhong
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scheme or table
p. 1307 - 1320
(2012/08/08)
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- Total synthesis of the proposed structure of cyclic hexadepsipeptide veraguamide A
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We have developed a practical method to assemble the proposed structure of natural product veraguamide A (1) by first preparing the three key fragments followed by optimization of the macrocyclization site. Although the synthetic product gave similar optical rotation to that reported for natural product, significant differences in the 1H and 13C NMR spectra were observed, especially the proton and carbon signals in the two N-MeVal moieties.
- Wang, Dongyu,Jia, Xian,Zhang, Ao
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supporting information; experimental part
p. 7027 - 7030
(2012/09/22)
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- Chemical mediators: The remarkable structure and host-selectivity of depsilairdin, a sesquiterpenic depsipeptide containing a new amino acid
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(Chemical equation presented) The chemical structure determination of depsilairdin, a highly selective phytotoxin produced by the plant pathogenic fungus Leptosphaeria maculans/Phoma lingam, is described. The elucidation of the unusual chemical structure
- Pedras, M. Soledade C.,Chumala, Paulos B.,Wilson Quail
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p. 4615 - 4617
(2007/10/03)
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- Cytotoxic peptides from the marine sponge Cymbastela sp.
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Extracts of the sponge Cymbastela sp. have yielded the novel cytotoxic peptides geodiamolide G (11), hemiasterlin (12), hemiasterlin B (13), criamide A (14) and criamide B (15). The structures of the new compounds were solved via spectroscopic analysis and chemical degradation.
- Coleman, John E.,Dilip De Silva,Kong, Fangming,Andersen, Raymond J.,Allen, Theresa M.
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p. 10653 - 10662
(2007/10/02)
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- Enantiomerically Enriched t-BOC-Protected α-Aminoorganolithiums: Preparation and Configurational Stability
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Enantiomerically enriched t-BOC-protected α-aminoorganolithiums, generated by Sn-Li exchange, are configurationally stable at -95 deg C and may be trapped with complete retention of configuration.
- Chong, J. Michael,Park, Sheldon B.
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p. 2220 - 2222
(2007/10/02)
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