Multicaulin

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Multicaulin
• 英文别名: 6-methoxy-1,2-dimethyl-7-propan-2-ylphenanthrene
• 化学式: C₂₀H₂₂O
• 分子量: 278.394
• InChiKey: QSZDTCGHFRXGFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Multicaulin 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以93%的产率得到7,8-Dimethyl-2-(1-methylethyl)phenanthren-3-ol
  参考文献：
  名称：

  Total Syntheses of Multicaulins via Oxidative Photocyclization of Stilbenes

  摘要：

  The Wittig reaction of 3-isopropyl-4-methoxybenzaldehyde and 2,3-dimethylbenzylphosphonium bromide afforded the corresponding stilbene mixture 16. Oxidative photocyclization of stilbene 16 with iodine facilitated the first total synthesis of 7-isopropyl-6-methoxy-1,2-dimethylphenanthrene, multicaulin (1). The O-demethylation of 1 with BBr3 afforded the 7-isopropyl-1,2-dimethylphenanthren-6-ol, O-demethylmulticaulin (2).

  DOI：

  10.1021/np5001158
• 作为产物：
  描述：

  4-bromo-2-isopropylanisole 在 正丁基锂 、 碘 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 叔丁醇 、 苯 为溶剂， 反应 181.0h， 生成 Multicaulin
  参考文献：
  名称：

  Total Syntheses of Multicaulins via Oxidative Photocyclization of Stilbenes

  摘要：

  The Wittig reaction of 3-isopropyl-4-methoxybenzaldehyde and 2,3-dimethylbenzylphosphonium bromide afforded the corresponding stilbene mixture 16. Oxidative photocyclization of stilbene 16 with iodine facilitated the first total synthesis of 7-isopropyl-6-methoxy-1,2-dimethylphenanthrene, multicaulin (1). The O-demethylation of 1 with BBr3 afforded the 7-isopropyl-1,2-dimethylphenanthren-6-ol, O-demethylmulticaulin (2).

  DOI：

  10.1021/np5001158

文献信息

• Identification of compositions, compositions, and methods of treatment of obesity and overweight conditions
  申请人：Subbiah Ven

  公开号：US20050008718A1

  公开（公告）日：2005-01-13

  A method for the identification of a composition useful in the treatment of an overweight or obese person to reduce the person's body mass index is provided which comprises obtaining an extract of an ethnobotanical plant, and evaluating the activity of the extract in an assay selected from the group consisting of a lipolysis assay, an assay that measures the amount of glycerol introduced by a cell into a suspension medium of the cell, an adipocyte differentiation assay, an assay that measures the level of the enzyme glycerol-3-phosphate dehydrogenase, an assay that measures the inhibition of differentiation of preadipocytes to adipocytes, an assay that measures the accumulation of lipid in an adipocyte, an assay that measures the de-differentiation of adipocytes into preadipocytes, and combinations thereof. Sclareol and sclareol-like compounds and sclareolide and sclareolide-like compounds are identified as useful in the treatment of overweight and obese conditions and disorders and conditions associated with adipose tissue abnormalities. These compounds can be formulated for oral administration.

  本发明提供了一种用于鉴定可用于治疗超重或肥胖者以降低其体重指数的组合物的 方法，该方法包括获取一种民族植物的提取物，并在选自以下试验组的试验中评估该提取 物的活性 脂肪分解试验，该试验测量细胞导入细胞悬浮培养基中的甘油量、脂肪细胞分化试验、测定甘油-3-磷酸脱氢酶水平的试验、测定抑制前脂肪细胞向脂肪细胞分化的试验、测定脂肪细胞中脂质积累的试验、测定脂肪细胞向前者去分化的试验及其组合。经鉴定，香紫苏醇和香紫苏醇类化合物以及香紫苏内酯和香紫苏内酯类化合物可用于治疗超重和肥胖症以及与脂肪组织异常有关的疾病和病症。这些化合物可配制成口服制剂。
• Natural product based apoptosis inducers
  申请人：Subbiah Ven

  公开号：US20050084547A1

  公开（公告）日：2005-04-21

  Pharmaceutical compositions are made from extracts obtained from ethnobotanical plants for inducing apoptosis in selected cells. Therapeutically effective amounts of the composition are administered to a mammal. Assays are used to determine the efficacy of such extracts in inducing apoptosis.

  药用组合物由从民族植物中提取的提取物制成，用于诱导选定细胞的凋亡。哺乳动物服用治疗有效量的组合物。检测方法用于确定此类提取物诱导细胞凋亡的功效。
• USE OF SCLAREOL-LIKE OR SCAREOLIDE-LIKE COMPOUNDS FOR THE TREATMENT OF MICROBIAL INFECTIONS
  申请人：R.J. REYNOLDS TOBACCO COMPANY

  公开号：EP1083895A2

  公开（公告）日：2001-03-21
• US6150381A
  申请人：——

  公开号：US6150381A

  公开（公告）日：2000-11-21
• US6331551B1
  申请人：——

  公开号：US6331551B1

  公开（公告）日：2001-12-18