(+)-verrucosin | 83198-63-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: (+)-verrucosin
• 英文别名: verrucosin；4-[(2S,3S,4S,5R)-5-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol
• CAS: 83198-63-4
• 化学式: C₂₀H₂₄O₅
• 分子量: 344.408
• InChiKey: GMXMKSFJQLFOSO-HKKFXGGESA-N

物化性质

• 沸点：
  509.7±50.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 (+)-verrucosin 以 乙醚 为溶剂， 反应 72.0h， 生成 蔚瑞昆森
  参考文献：
  名称：

  黑曲霉对 7,7'-环氧木脂素的 O-去甲基化

  摘要：

  已经研究了黑曲霉对 7,7'-环氧木脂素、(+)-veraguensin、(+)-galbelgin 和 galgravin 的生物转化。这些木脂素被转化为它们相应的 4,4'-O-去甲基衍生物、(+)-verrucosin、(+)-fragransin A2 和 necandrin B。

  DOI：

  10.1016/0031-9422(96)00222-1
• 作为产物：
  描述：

  蔚瑞昆森 在 Aspergillus niger 作用下， 以 二甲基亚砜 为溶剂， 反应 36.0h， 以25.6%的产率得到(+)-verrucosin
  参考文献：
  名称：

  黑曲霉对 7,7'-环氧木脂素的 O-去甲基化

  摘要：

  已经研究了黑曲霉对 7,7'-环氧木脂素、(+)-veraguensin、(+)-galbelgin 和 galgravin 的生物转化。这些木脂素被转化为它们相应的 4,4'-O-去甲基衍生物、(+)-verrucosin、(+)-fragransin A2 和 necandrin B。

  DOI：

  10.1016/0031-9422(96)00222-1

文献信息

• COMPOSITION FOR IMPROVING PHYSICAL STRENGTH OR ATHLETIC ABILITY, CONTAINING NUTMEG EXTRACT AS ACTIVE INGREDIENT
  申请人：Korea Basic Science Institute

  公开号：EP3747452A1

  公开（公告）日：2020-12-09

  The present invention relates to a composition for improving physical strength or athletic ability, containing a nutmeg extract as an active ingredient and, more specifically, to a composition for improving physical strength or athletic ability, for treating sarcopenia, for improving muscle function, and for anti-fatigue, containing a nutmeg extract as an active ingredient. The nutmeg extract of the present invention contains a high quantity of ligand-based compounds and exhibits, when taken, very excellent effects of improving athletic ability, improving endurance and improving muscular strength, and thus is effective for treating sarcopenia and can be effectively used in medical supplies, food and the like for improving physical strength or athletic ability.

  本发明涉及一种含有肉豆蔻提取物作为活性成分的用于提高体力或运动能力的组合物，更具体地说，涉及一种含有肉豆蔻提取物作为活性成分的用于提高体力或运动能力、治疗肌肉疏松症、改善肌肉功能和抗疲劳的组合物。 本发明的肉豆蔻提取物含有大量配体基化合物，服用后在提高运动能力、提高耐力和提高肌肉力量方面有非常好的效果，因此可有效治疗肌肉疏松症，并可有效地用于医疗用品、食品等，以提高体力或运动能力。
• Synthesis of All Stereoisomers of 3,3′-Dimethoxy-7,7′-epoxylignane-4,4′-diol and Their Plant Growth Inhibitory Activity
  作者：Hisashi Nishiwaki、Kumiko Nakayama、Yoshihiro Shuto、Satoshi Yamauchi

  DOI：10.1021/jf4046396

  日期：2014.1.22

  All stereoisomers of 3,3'-dimethoxy-7,7'-epoxylignane-4,4'-diol were synthesized to examine the effect of stereochemistry on their plant growth inhibitory activity using lettuce and Italian ryegrass. The effect of structural modifications such as dehydroxylation, methoxylation and hydroxylation at the 9- and 9'-positions of the lignans on the activity was also studied. Most of the epoxylignanes showed higher plant growth inhibitory potency against ryegrass than against lettuce, and the inhibitory activity varied depending on the configurations of each position of the tetrahydrofuran ring (7-, 7'-, 8-, and 8'-positions of the epoxylignanes). Among the 9,9'-position-modified derivatives, the dehydroxy derivatives showed the highest potency. These results suggested that the plant growth inhibitory activity should be influenced by the structure of the epoxylignanes.
• COMPOSITION FOR PREVENTING OR TREATING OBESITY-RELATED DISEASES MEDIATED BY THE ACTIVATION OF AMPK AND INCLUDING 2,5-BIS-ARYL-3,4-DIMETHYLTETRAHYDROFURAN LIGNANS AS ACTIVE INGREDIENTS
  申请人：Industry-academic Cooperation Foundation, Chosun University

  公开号：EP2438923B1

  公开（公告）日：2015-03-18
• [EN] COMPOSITION FOR PREVENTING OR TREATING OBESITY-RELATED DISEASES MEDIATED BY THE ACTIVATION OF AMPK AND INCLUDING 2,5-BIS-ARYL-3,4-DIMETHYLTETRAHYDROFURAN LIGNANS AS ACTIVE INGREDIENTS<br/>[FR] COMPOSITION, POUR LA PRÉVENTION OU LE TRAITEMENT D'AFFECTIONS LIÉES À L'OBÉSITÉ ET MÉDIÉES PAR L'ACTIVATION D'AMPK, ET DONT LES PRINCIPES ACTIFS DONT DES LIGNANES DE 2,5-BIS-ARYL-3,4-DIMÉTHYLTÉTRAHYDROFURANE
  申请人：UNIV CHOSUN IACF

  公开号：WO2010140734A1

  公开（公告）日：2010-12-09

  본 발명은 육두구 유래의 AMP-활성 단백질키나제 효소(AMP-activated protein kinase; AMPK)를 활성화시키는 2,5-비스-아릴-3,4-디메틸테트라하이드로퓨란 리그난계 화합물 및 이를 유효성분으로 포함하는 비만과 같은 대사증후군(metabolic syndrome)의 예방과 치료용 조성물에 관한 것으로, 더욱 상세하게는 육두구를 30%이하 에탄올 수용액으로 추출한 후 크로마토그래피를 이용하여 순수 분리 정제하여 얻은 하기 화학식 1로 표시되는 2,5-비스-아릴-3,4-디메틸테트라하이드로퓨란 리그난계 화합물 중 어느 하나를 포함하는 AMPK 활성화 화합물과 이를 유효성분으로 함유하는 비만, 당뇨, 고지혈증, 심혈관계 질환 등과 같은 AMPK 효소의 활성화에 따른 대사증후군 관련 질환의 예방 및 치료용 조성물에 관한 것이다.
• [EN] COMPOSITION FOR IMPROVING PHYSICAL STRENGTH OR ATHLETIC ABILITY, CONTAINING NUTMEG EXTRACT AS ACTIVE INGREDIENT<br/>[FR] COMPOSITION POUR AMÉLIORER LA FORCE PHYSIQUE OU LA CAPACITÉ ATHLÉTIQUE, CONTENANT UN EXTRAIT DE NOIX DE MUSCADE EN TANT QUE PRINCIPE ACTIF<br/>[KO] 육두구 추출물을 유효성분으로 포함하는 체력 또는 운동수행능력 향상용 조성물
  申请人：KOREA BASIC SCIENCE INST

  公开号：WO2019151811A1

  公开（公告）日：2019-08-08

  본 발명은 육두구 추출물을 유효성분으로 포함하는 체력 또는 운동능력 향상용 조성물에 관한 것으로, 보다 상세하게는 육두구 추출물을 유효성분으로 포함하는 체력 또는 운동능력 향상용, 근육감소증 치료용, 근 기능 개선용 및 항-피로용 조성물에 관한 것이다. 본 발명의 육두구 추출물은 리그난계 화합물을 고함유 하고 있을 뿐만 아니라, 섭취시 운동능력 향상, 지구력 향상, 및 근력 향상 효과가 매우 우수하여 근육 감소증 치료에 효과가 있을 뿐만 아니라, 체력 또는 운동능력 향상을 위한 의약품 및 식품 등에 유용하게 이용될 수 있다.