L-FDAA-D-isoleucine | 128524-45-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: L-FDAA-D-isoleucine
• 英文别名: D-Ile-L-FDAA；FDAA-D-Ile
• CAS: 128524-45-8
• 化学式: C₁₅H₂₁N₅O₇
• 分子量: 383.361
• InChiKey: NXUWNEYEDFLXTM-BFHDXFOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  27.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  190.73
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  staphyloamide A 、 N-A-(2,4-二硝基-5-氟苯基)-L-丙氨酸 在 盐酸 作用下， 以 水 、 丙酮 为溶剂， 反应 16.0h， 生成 L-FDAA-D-isoleucine
  参考文献：
  名称：

  New Diketopiperazine Derivatives from Culture Broth of Staphylococcus sp. Isolated from Corallina officinalis Lineaus

  摘要：

  Two new diketopiperazine derivatives, staphyloamides A (1), and B (2), have been isolated from the culture broth of Staphylococcus sp. (No. P-100826-4-6) derived from Corallina officinalis Lineaus, along with the known cyclo (L-pro-D-phe) (3), cyclo (D-6-Hypro-L-phe) (4), cyclo (L-pro-L-val) (5), cyclo (L-pro-L-phe) (6), cyclo (L-pro-L-tyr) (7), cyclo (L-pro-L-leu) (8), cyclo (L-pro-L-ala) (9), and bacillusamide B (10). These structures were elucidated by extensive spectroscopic methods. Antimicrobial activities of compounds 3-10 were done.

  DOI：

  10.3987/com-13-12691

文献信息

• Streptopyrazinones A−D, rare metabolites from marine-derived Streptomyces sp. ZZ446
  作者：Mengxuan Chen、Weiyun Chai、Rongyao Zhu、Tengfei Song、Zhizhen Zhang、Xiao-Yuan Lian

  DOI：10.1016/j.tet.2018.03.028

  日期：2018.4

  Secondary metabolites from marine-associated actinomycetes are important source for the discovery of novel bioactive compounds. In this study, an actinomycete Streptomyces sp. ZZ446 was isolated from coastal soils and different media were used to culture this isolated marine actinomycete. It has been found that this actinomycete in the liquid medium of 2216 E with sea salt produced five new compounds of streptopyrazinones

  来自海洋相关放线菌的次生代谢产物是发现新型生物活性化合物的重要来源。在这项研究中，放线菌Streptomyces sp。ZZ446是从沿海土壤中分离出来的，使用不同的培养基来培养这种分离的海洋放线菌。已经发现，该放线菌在2216ë海盐的液体培养基中生产streptopyrazinones五个新化合物A-d（1 - 4）和Ñ乙酰基升-isoleucine-升-leucinamide（5）以及6个已知的二酮哌嗪（6 – 11）和一种生物碱（12）。通过广泛的NMR分析，HRESIMS数据，电子圆二色性（ECD）计算，化学降解，Marfey方法和X射线衍射分析确定了新化合物的结构。这种类型streptopyrazinones A-d（的1 - 4）在自然资源，很难找到。新的化合物1 - 5抑制生长显示活性白色念珠菌和耐甲氧西林金黄色葡萄球菌。
• Mortiamides A–D, Cyclic Heptapeptides from a Novel <i>Mortierella</i> sp. Obtained from Frobisher Bay
  作者：Alyssa L. Grunwald、Fabrice Berrue、Andrew W. Robertson、David P. Overy、Russell G. Kerr

  DOI：10.1021/acs.jnatprod.7b00383

  日期：2017.10.27

  structures of the compounds were elucidated by NMR spectroscopy and tandem mass spectrometry. The absolute configurations of the amino acids were determined using Marfey’s method. Localization of l and d amino acids within each compound was ascertained by retention time comparison of the partial hydrosylate products of each compound to synthesized dipeptide standards using LC-HRMS. Compounds 1–4 did not

  四个新的环状七肽，mortiamides A-d（1 - 4）中，从一个新得到的被孢霉属。从加拿大努纳武特Frobisher湾潮间带收集的海洋沉积物中分离得到的分离物。通过NMR光谱和串联质谱法阐明了化合物的结构。氨基酸的绝对构型是使用Marfey方法确定的。通过使用LC-HRMS比较每种化合物的部分氢解产物与合成的二肽标准品的保留时间，可以确定每种化合物中l和d氨基酸的定位。化合物1 - 4 没有表现出任何显着的抗微生物或细胞毒活性。
• Odoamide, a cytotoxic cyclodepsipeptide from the marine cyanobacterium Okeania sp.
  作者：Kosuke Sueyoshi、Masato Kaneda、Shinpei Sumimoto、Shinya Oishi、Nobutaka Fujii、Kiyotake Suenaga、Toshiaki Teruya

  DOI：10.1016/j.tet.2016.07.031

  日期：2016.9

  The bioassay-guided fractionation of the Okinawan marine cyanobacterium Okeania sp. led to the isolation of the 26-membered cyclodepsipeptide odoamide (1). The gross structure of 1 was determined by 1D and 2D NMR analyses, whereas its absolute stereochemistry was determined using a variety of different methods, including synthesis and chemical degradation followed by chiral HPLC analysis. Notably,

  冲绳海洋蓝藻Okeania sp。的生物测定指导分馏。导致分离出26元的环二肽肽odamide（1）。的总体结构1是由一维测定和二维NMR分析，而是使用各种不同的方法，包括合成和化学降解，然后通过手性HPLC分析测定其绝对立体化学。值得注意的是，odoamide（1）对HeLa S3人宫颈癌细胞具有强大的细胞毒性，IC 50值为26.3 nM。
• Diketopiperazine Derivatives from the Marine-Derived Actinomycete Streptomyces sp. FXJ7.328
  作者：Pei Wang、Lijun Xi、Peipei Liu、Yi Wang、Wei Wang、Ying Huang、Weiming Zhu

  DOI：10.3390/md11041035

  日期：——

  Five new diketopiperazine derivatives, (3Z,6E)-1-N-methyl-3-benzy lidene-6-(2S-methyl-3-hydroxypropylidene)piperazine-2,5-dione (1), (3Z,6E)-1-N-methyl-3-benzylidene-6-(2R-methyl-3-hydroxypropylidene)piperazine-2,5-dione (2), (3Z,6Z)-3- (4-hydroxybenzylidene)-6-isobutylidenepiperazine-2,5-dione (3), (3Z,6Z)-3-((1H-imidazol-5-yl)-methylene)-6-isobutylidenepiperazine-2,5-dione (4), and (3Z,6S)-3-benzylidene-6-(2S-but-2-yl)piperazine-2,5-dione (5), were isolated from the marine-derived actinomycete Streptomyces sp. FXJ7.328. The structures of 1–5 were determined by spectroscopic analysis, CD exciton chirality, the modified Mosher’s, Marfey’s and the C3 Marfey’s methods. Compound 3 showed modest antivirus activity against influenza A (H1N1) virus with an IC50 value of 41.5 ± 4.5 μM. In addition, compound 6 and 7 displayed potent anti-H1N1 activity with IC50 value of 28.9 ± 2.2 and 6.8 ± 1.5 μM, respectively. Due to the lack of corresponding data in the literature, the 13C NMR data of (3Z,6S)-3-benzylidene-6-isobutylpiperazine-2,5-dione (6) were also reported here for the first time.

  五种新的二酮哌嗪衍生物，(3Z,6E)-1-N-甲基-3-亚苄基-6-(2S-甲基-3-羟基亚丙基)哌嗪-2,5-二酮(1)、(3Z,6E)- 1-N-甲基-3-亚苄基-6-(2R-甲基-3-羟基亚丙基)哌嗪-2,5-二酮 (2),(3Z,6Z)-3-(4-羟基亚苄基)-6-异亚丁基哌嗪- 2,5-二酮(3)、(3Z,6Z)-3-((1H-咪唑-5-基)-亚甲基)-6-异亚丁基哌嗪-2,5-二酮(4)和(3Z,6S) -3-亚苄基-6-(2S-丁-2-基)哌嗪-2,5-二酮 (5)，从海洋来源的放线菌链霉菌中分离出来。 FXJ7.328。 1-5的结构通过光谱分析、CD激子手性、改进的Mosher法、Marfey法和C3 Marfey法确定。化合物 3 对甲型流感 (H1N1) 病毒表现出适度的抗病毒活性，IC50 值为 41.5 ± 4.5 μM。此外，化合物6和7表现出有效的抗H1N1流感活性，IC50值分别为28.9±2.2和6.8±1.5μM。由于文献中缺乏相应数据，本文也首次报道了(3Z,6S)-3-亚苄基-6-异丁基哌嗪-2,5-二酮(6)的13C NMR数据。
• Determination of Absolute Structures of Cyclic Peptides, PF1171A and PF1171C, from Unidentified Ascomycete OK-128
  作者：Kenji KAI、Hanae YOSHIKAWA、Yi-Hsuan KUO、Kohki AKIYAMA、Hideo HAYASHI

  DOI：10.1271/bbb.100098

  日期：2010.6.23

  Two cyclic peptides, PF1171A (1) and PF1171C (2), were isolated from okara that had been fermented with unidentified ascomycete OK-128. Their absolute configurations were determined by Marfey's method. These peptides showed paralytic activity against silkworms.

  从豆渣中分离出两个环状肽PF1171A（1）和PF1171C（2），该豆渣已用未鉴定的子囊糖OK-128进行了发酵。它们的绝对构型是通过Marfey方法确定的。这些肽显示出对蚕的麻痹活性。