3-(2-methylthioethyl)hexahydropyrrolo[1,2-a]pyrazin-1,4-dione | 53049-06-2

• 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: 3-(2-methylthioethyl)hexahydropyrrolo[1,2-a]pyrazin-1,4-dione
• 英文别名: cis-cyclo(L-methionine-L-proline)；cyclo(L-proline-L-methionine)；cis-cyclo(L-Met-L-Pro)；cyclo-(L-Met-L-Pro)；cyclo-(L-Pro-L-Met)；(3S,8aS)-3-(2-methylsulfanylethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
• CAS: 53049-06-2
• 化学式: C₁₀H₁₆N₂O₂S
• 分子量: 228.315
• InChiKey: VFVAGPWBFWJBMN-YUMQZZPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-methylthioethyl)hexahydropyrrolo[1,2-a]pyrazin-1,4-dione 在 盐酸 、 水 作用下， 反应 12.0h， 生成 L-蛋氨酸 、 L-脯氨酸
  参考文献：
  名称：

  An angiogenesis inhibitor isolated from a marine-derived actinomycete, Nocardiopsis sp. 03N67

  摘要：

  Cyclo-(L-Pro-L-Met) was isolated from the fermentation broth of a marine-derived actinomycete Nocardiopsis sp. 03N67 by chromatographic analysis and showed anti-angiogenesis activity against human umbilical vein endothelial cells (HUVECs). The structure and absolute stereochemistry of this compound were determined based on extensive spectroscopic data analysis, and Marfey's method, respectively. (C) 2010 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.phytol.2010.07.005
• 作为产物：
  描述：

  L-脯氨酰-L-蛋氨酸 以 乙酸乙酯 为溶剂， 生成 3-(2-methylthioethyl)hexahydropyrrolo[1,2-a]pyrazin-1,4-dione
  参考文献：
  名称：

  Chemical Characterization of Diketopiperazines in Beer

  摘要：

  Diketopiperazines (DKPs) corresponding to cyclic dipeptides have been detected in a variety of natural products as well as in processed foods, beverages, and food and beverage ingredients. A series of seven proline-based diketopiperazines, namely, cyclo(Ala-Pro), cyclo(Val-Pro), cyclo(Ile-Pro), cyclo(Leu-Pro), cyclo(Met-Pro), cyclo(Phe-Pro), and cyclo(Pro-Pro), has now been identified in beer. A marketplace cross-section of five commercial beers was studied, involving products manufactured in different countries using distinctly different raw materials and brewing styles; maximum concentrations of individual diketopiperazines in various beers ranged from below detection limit to approximately 24 ppm. The flavor characteristics of these compounds were described variously as bitter, mouth coating, drying, astringent, salty, metallic, and grainy when evaluated in water at concentrations ranging fi om 10 to 50 ppm. However, it is questionable whether or not the diketopiperazines reported here make a significant contribution to either the aroma or taste of most beers.

  DOI：

  10.1021/jf9700992

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。
• Patient interface
  申请人：KONINKLIJKE PHILIPS N.V.

  公开号：US10751495B2

  公开（公告）日：2020-08-25

  The present invention relates to patient interfaces optically indicating a user that a member of the patient interface needs to be replaced due to wear. In particular, the present invention relates to a member for patient interface which includes at least one functional material having a predefined functionality and at least one indicator wherein the concentration of the at least one indicator in the member correlates with the predefined functionality of the at least one functional material.

  本发明涉及病人界面，通过光学方式向用户指示病人界面的部件因磨损而需要更换。特别是，本发明涉及一种病人界面部件，它包括至少一种具有预定功能的功能材料和至少一种指示器，其中部件中至少一种指示器的浓度与至少一种功能材料的预定功能相关。
• 칸디다 알비칸스에 대한 항진균 조성물
  申请人：우석대학교 산학협력단

  公开号：KR20240040422A

  公开（公告）日：2024-03-28

  본 발명의 조성물, 즉 칸디다 알비칸스( Candida albicans )에 대한 항진균 조성물, 칸디다증의 예방 또는 치료용 약학적 조성물, 칸디다증의 예방 또는 개선용 기능성 식품 조성물 및 칸디다증의 예방 또는 개선용 기능성 화장료 조성물은 사이클로(엘-프롤린-엘-메티오닌)[cyclo(L-pro-L-met)]을 유효성분으로 포함한다. 또한, 본 발명의 사이클로(엘-프롤린-엘-메티오닌) 생산 방법은 더마박터 바지날리스( Dermabacter vaginalis )를 pH 6.0 이하의 pH 환경에서 배양하는 단계를 포함한다.

  本发明的化合物，即对念珠菌属（Candida albicans）的抗真菌化合物，用于预防或治疗念珠菌病的药用化合物，用于预防或改善念珠菌病的功能性食品化合物，以及用于预防或改善念珠菌病的功能性化妆品化合物，包含顺式（L-脯氨酸-L-甲硫氨酸）[cyclo(L-pro-L-met)]作为有效成分。此外，本发明的顺式（L-脯氨酸-L-甲硫氨酸）的生产方法包括在pH 6.0或更低的pH环境下培养眶蝶 VR（Dermabacter vaginalis）的步骤。
• 四氢吡咯和哌嗪二酮的并环化合物及其制备和在药学上的用途
  申请人：常州工程职业技术学院

  公开号：CN114805364A

  公开（公告）日：2022-07-29

  本发明适用于药物化学领域，提供了四氢吡咯和哌嗪二酮的并环化合物及其制备和在药学上的用途，其化合物为式 所示的化合物或其他药学上可接受的盐；本发明的化合物具有抑制登革病毒的感染和复制功能，因此，本发明的化合物可作为预防和治疗登革病毒引起的疾病的药物。
• Activation of antibacterial prodrugs by peptide deformylase
  作者：Yaoming Wei、Dehua Pei

  DOI：10.1016/s0960-894x(00)00167-0

  日期：2000.5

  5'-Dipeptidyl derivatives of 5-fluorodeoxyuridine (FdU) (1a-d) were synthesized. These compounds are biologically inactive but can be activated by peptide deformylase, which removes the N-terminal formyl group of the dipeptide, to release the active drug FdU via an intramolecular cyclization reaction. Because the deformylase is ubiquitous among bacteria but absent in mammalian cells, 1a-d provide a novel class of potential antibacterial agents. (C) 2000 Elsevier Science Ltd. All rights reserved.