LL-Z 1272ε | 22562-68-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: LL-Z 1272ε
• 英文别名: LL-Z1272 ε；LL-Z1272ε；2,4-Dihydroxy-6-methyl-3-((2E)-3-methyl-5-((1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl)-2-penten-1-yl)benzaldehyde；2,4-dihydroxy-6-methyl-3-[(E)-3-methyl-5-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-2-enyl]benzaldehyde
• CAS: 22562-68-1
• 化学式: C₂₃H₃₂O₄
• 分子量: 372.505
• InChiKey: JSPPDMSCDGJJOM-YDMRWXCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  LL-Z 1272ε 在 ascochlorin biosynthetic enzyme G from fungus Fusarium sp. NBRC₁₀₀₈₄₄ 作用下， 生成 苯(甲)醛,2,4-二羟基-6-甲基-3-[(2E,4E)-3-甲基-5-[(1R,2R,6R)-1,2,6-三甲基-3-羰基环己基]-2,4-戊二烯-1-基]-
  参考文献：
  名称：

  镰刀菌属Ascochlorin生物合成途径中的多域P450环氧酶和萜烯环化酶。

  摘要：

  抗坏血酸是医学上重要的真菌类萜。其在镰刀菌中的生物合成途径。鉴定，并研究了法呢基通过多结构域，可溶性P450单加氧酶AscE的立体选择性环氧化以及膜结合的环化酶AscF随后形成的独特的甲基环己酮环的过程。前体定向的生物合成产生了新型的溴取代衍生物，其表现出有效的细胞毒性活性。这项研究为医学上重要的类胡萝卜素类药物的未来代谢工程化铺平了道路。

  DOI：

  10.1021/acs.orglett.9b00616
• 作为产物：
  描述：

  在 ascochlorin biosynthetic enzyme F from fungus Fusarium sp. NBRC₁₀₀₈₄₄ 作用下， 生成 LL-Z 1272ε
  参考文献：
  名称：

  镰刀菌属Ascochlorin生物合成途径中的多域P450环氧酶和萜烯环化酶。

  摘要：

  抗坏血酸是医学上重要的真菌类萜。其在镰刀菌中的生物合成途径。鉴定，并研究了法呢基通过多结构域，可溶性P450单加氧酶AscE的立体选择性环氧化以及膜结合的环化酶AscF随后形成的独特的甲基环己酮环的过程。前体定向的生物合成产生了新型的溴取代衍生物，其表现出有效的细胞毒性活性。这项研究为医学上重要的类胡萝卜素类药物的未来代谢工程化铺平了道路。

  DOI：

  10.1021/acs.orglett.9b00616

文献信息

• Chemistry and Biology of Cylindrols:  Novel Inhibitors of Ras Farnesyl-Protein Transferase from <i>Cylindrocarpon lucidum</i>
  作者：Sheo B. Singh、Richard G. Ball、Gerald F. Bills、Carmen Cascales、Jackson B. Gibbs、Michael A. Goetz、Karst Hoogsteen、Rosalind G. Jenkins、Jerrold M. Liesch、Russell B. Lingham、Keith C. Silverman、Deborah L. Zink

  DOI：10.1021/jo961074p

  日期：1996.1.1

  Farnesyl-protein transferase (FPTase) is an enzyme responsible for the farnesylation of Ras protein. Farnesylation is required for cell-transforming activity in several tumor-types, and therefore, inhibition of FPTase activity may be a potential target for anticancer drugs. Our continued search for novel inhibitors led to the isolation of a number of bicyclic resorcinaldehyde cyclohexanone derivatives named here cylindrols A(1) to A(4), cylindrols B and B-1, and a number of known compounds, from Cylindrocarpon Lucidum. The compounds were isolated by bioassay-guided separation using Sephadex LH-20, silica gel, and reverse phase HPLC. Structures were elucidated by extensive application of 2D NMR and X-ray crystallography. The determination of absolute stereochemistry was accomplished by CD measurements. Chemical transformations of the most abundant compound resulted in a number of key derivatives which were critical for the evaluation of structure activity relationship. These compounds are members of ascochlorin family and showed a wide range of inhibitory activity (0.7 mu M to > 140 mu M) against FPTase. The FPTase activity was noncompetitive with respect to both substrates. Isolation, structures, chemical transformations, and FPTase activity are discussed in detail.
• MEROTERPENOID COMPOUNDS FOR USE IN THE PREVENTION AND TREATMENT OF A NEUROLOGICAL DISORDER
  申请人：SOCIETE DES PRODUITS NESTLE S.A.

  公开号：US20200405676A1

  公开（公告）日：2020-12-31

  The present invention relates to a compound, in particular a meroterpenoid compound, or salt thereof, for use in the prevention and/or treatment of a neurological disorder in an individual. The compound of the invention can promote lactate secretion. A composition comprising the compound of the invention, and a food or food extract enriched with said compound or composition is also provided.
• Multidomain P450 Epoxidase and a Terpene Cyclase from the Ascochlorin Biosynthetic Pathway in <i>Fusarium</i> sp.
  作者：Zhiyang Quan、Takayoshi Awakawa、Dongmei Wang、Yue Hu、Ikuro Abe

  DOI：10.1021/acs.orglett.9b00616

  日期：2019.4.5

  the stereoselective epoxidation of the farnesyl group by the multidomain, soluble P450 monooxygenase AscE and the subsequent formation of the unique timethylcyclohexanone ring by the membrane-bound cyclase AscF were investigated. Precursor-directed biosynthesis generated novel bromo-substituted derivatives, which exhibited potent cytotoxic activities. This study paves the way for the future metabolic

  抗坏血酸是医学上重要的真菌类萜。其在镰刀菌中的生物合成途径。鉴定，并研究了法呢基通过多结构域，可溶性P450单加氧酶AscE的立体选择性环氧化以及膜结合的环化酶AscF随后形成的独特的甲基环己酮环的过程。前体定向的生物合成产生了新型的溴取代衍生物，其表现出有效的细胞毒性活性。这项研究为医学上重要的类胡萝卜素类药物的未来代谢工程化铺平了道路。