2,3-Dihydroxy-4-isopropyl-6-methyl-naphthalene-1-carboxylic acid

• 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: 2,3-Dihydroxy-4-isopropyl-6-methyl-naphthalene-1-carboxylic acid
• 英文别名: 2,3-dihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carboxylic acid
• 化学式: C₁₅H₁₆O₄
• 分子量: 260.29
• InChiKey: OLCFWQNMCDUEMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8-deoxyhemigossypol dimethyl ether 在 sodium chlorite 、 sodium dihydrogenphosphate 、 双氧水 、 三溴化硼 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 2,3-Dihydroxy-4-isopropyl-6-methyl-naphthalene-1-carboxylic acid
  参考文献：
  名称：

  Synthesis and Anti-HIV Activity of 1,1'-Dideoxygossypol and Related Compounds

  摘要：

  1,1'-Dideoxygossypol (DDG), 1,1'-dideoxygossylic acid (DDGA), 8-deoxyhemigossypol (DHG), and 8-deoxyhemigossylic acid (DHGA) were synthesized and tested for their ability to inhibit the replication of HIV in vitro. The EC(50) for DDGA was <1 mu M, and its threshold cytotoxicity was approximately 20 mu M. DDG was less effective than DDGA against HIV and showed considerable toxicity at 5 mu M. DHGA was ineffective against HN and had very low cytotoxicity. DHG showed some anti-HIV activity, but the threshold cytotoxicity was 5 mu M. The dissociation constants for the binding of the four compounds to human serum albumin were determined by fluorescence quenching titrations, and all four were found to have much lower affinities for albumin than the parent compound gossypol.

  DOI：

  10.1021/jm00013a018

文献信息

• Method for relieving back/neck pain and repairing intervertebral disc
  申请人：Yeung Jeffrey E.

  公开号：US10292827B2

  公开（公告）日：2019-05-21

  A distal portion of a filament is extended beyond the distal end of a needle containing a gripper. A flexible one-way filament retainer with a snagging point is positioned adjacent to the extended filament. The needle with the extended filament and the one-way filament retainer are inserted into a cannula. During partial withdrawal of the needle, the snagging point of the one-way filament retainer hooks or retains the distal portion of the filament, depositing a section of the filament between the snagging point of the one-way filament retainer and the needle. When the needle is re-advanced, the needle pushes open the flexible one-way filament retainer, and the section of the filament is expelled or deposited in tissue. The needle can be rotated; the gripper engages and spirals the expelled filament to burrow into tissue. The method of needle partial withdrawal, re-advancement, rotation and pushing is repeated to pack and fill the tissue with interconnecting spirals of filament.

  长丝的远端部分延伸到含有夹持器的针的远端之外。一个带有攫取点的柔性单向长丝固定器位于延伸长丝的附近。带有延伸长丝和单向长丝固定器的针头被插入插管。在部分抽出针头的过程中，单向长丝固定器的夹持点钩住或夹住长丝的远端部分，使一段长丝沉积在单向长丝固定器的夹持点和针头之间。当针头再次推进时，针头会推开柔性单向纤维固定器，该段纤维会被排出或沉积在组织中。针头可以旋转；夹持器啮合并旋转被排出的长丝，使其钻入组织中。重复针头部分抽出、重新推进、旋转和推动的方法，用相互连接的螺旋状长丝包装和填充组织。
• Method for relieving pain and regenerating intervertebral disc
  申请人：Yeung Jeffrey E.

  公开号：US10561503B2

  公开（公告）日：2020-02-18

  Disc degeneration and chronic back pain are caused by a transport hindrance of oxygen, nutrients and pH buffer from capillaries in endplates into mid-layer of the intervertebral disc. A fluid absorbing conduit is inserted into the intervertebral disc, drawing and delivering the oxygen, nutrients and pH buffer in fluid of body circulation from capillaries at endplates into the mid-layer of the disc. The disc undergoes thousands of relaxation and compression cycles each day from daily activity of the patient. During relaxation phase, the fluid of body circulation containing oxygen, nutrients, and pH buffer is infused into the fluid absorbing conduit. During compression phase, the oxygen, nutrients, and pH buffer in the fluid absorbing conduit is dispersed into the mid-layer of the disc. The pH buffer, bicarbonate, neutralizes the lactic acid to relieve the discogenic pain. Oxygen inhibits hypoxic inflammation and production of lactic acid to further reduce the discogenic pain. Nutrients nourish the disc cells to rebuild or regenerate the disc matrix. Therapeutic agents can be added into the fluid absorbing conduit or injected into the disc implanted with the fluid absorbing conduit to expedite pain relief and disc regeneration. The therapeutic agents can be pH buffering agent, antibiotic, anti-inflammatory drug, anesthetic, antacid, nutrient, sulfate, anti-depressant, calcium channel blocker, growth factor, cells or other.

  椎间盘退化和慢性背痛是由于氧气、营养物质和酸碱缓冲液从椎间盘终板毛细血管向椎间盘中层的运输受阻造成的。在椎间盘中插入液体吸收导管，将体循环液体中的氧气、营养物质和 pH 缓冲剂从终板毛细血管吸入并输送到椎间盘中层。椎间盘每天都会因患者的日常活动而经历数千次松弛和压缩循环。在松弛阶段，含有氧气、营养物质和 pH 缓冲剂的体循环液体注入液体吸收导管。在压缩阶段，液体吸收导管中的氧气、营养物质和 pH 缓冲剂分散到椎间盘的中层。pH 缓冲剂（碳酸氢盐）可中和乳酸，缓解椎间盘源性疼痛。氧气可抑制缺氧性炎症和乳酸的产生，进一步减轻椎间盘引起的疼痛。营养物质可滋养椎间盘细胞，重建或再生椎间盘基质。 治疗剂可添加到液体吸收导管中，或注射到植入液体吸收导管的椎间盘中，以加快疼痛缓解和椎间盘再生。治疗剂可以是 pH 缓冲剂、抗生素、消炎药、麻醉剂、抗酸剂、营养剂、硫酸盐、抗抑郁剂、钙通道阻滞剂、生长因子、细胞或其他。
• TISSUE REPAIR WITH SPACE-SEEKING SPIRALS OF FILAMENT
  申请人：Yeung, Jeffrey E.

  公开号：EP2688499A1

  公开（公告）日：2014-01-29
• Alleviate back pain with lactic acid inhibitors
  申请人：Yeung Jeffrey Eric

  公开号：US20120022425A1

  公开（公告）日：2012-01-26

  The intervertebral disc is avascular. Nutrients and waste are diffused through adjacent vertebral bodies into the disc. As we age, calcified layers form between the disc and vertebral bodies, blocking diffusion of nutrients, oxygen and pH buffer in blood. Under anaerobic conditions, lactic acid is produced, irritating nerve endings and causing nonspecific pain. In addition, the disc begins to starve and flatten. The weight shifts abnormally from disc to the facet joints causing strain and back pain. Lactic acid inhibitor inhibits production of lactic acid from pyruvate within the disc to reduce or alleviate back pain.
• Disc shunt delivery with stepped needle
  申请人：Yeung Jeffrey E.

  公开号：US20120065570A1

  公开（公告）日：2012-03-15

  A solid stepped needle delivers a disc shunt bridging between muscle and a degenerated disc, drawing blood plasma from muscle into the degenerated disc to alleviate back pain and regenerate the disc. The device further includes pull lines attached to the ends of the disc shunt for withdrawing and repositioning the stepped needle during shunt delivery.