151409-23-3Relevant academic research and scientific papers
BIOSYNTHESIS OF CHEMICALLY DIVERSIFIED NON-NATURAL TERPENE PRODUCTS
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Page/Page column 121, (2021/05/15)
The disclosure relates to compounds of the formulae (l)-(IV) and their use as substrates for making terpenoids. New substrates for terpene biosynthesis and methods for making new types of terpenes are described herein. Diterpenes occupy a unique molecular
Efficient Construction of (±)- epi -Costunolide through a Chromium(II)-Mediated Nozaki-Hiyama-Kishi Reaction
Dai, Weichen,Zheng, Jie,Yan, Xinyu,Tang, Wei,Hu, Lihong,Zhang, Yinan
supporting information, p. 1469 - 1472 (2021/07/25)
(±)- epi -Costunolide has been synthesized through a seven-step procedure starting from (E, E)-farnesol. The key step includes an intramolecular allylation of an aldehyde through a chromium(II)-mediated Nozaki-Hiyama-Kishi reaction, in which more than one equivalent of CrCl 2has been recognized as the most effective reagent to promote the conversion. An anti-inflammatory screen showed that epi -costunolide is a moderate inhibitor of B lymphocyte proliferation.
ISOPRENE OLIGOMER, POLYISOPRENE, PROCESSES FOR PRODUCING THESE MATERIALS, RUBBER COMPOSITION, AND PNEUMATIC TIRE
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Paragraph 199-200, (2014/06/25)
The invention relates to an isoprene oligomer that contains a trans structural moiety and a cis structural moiety, which can be represented by the following formula (1), wherein at least 1 atom or group in the trans structural moiety is replaced by another atom or group. The invention also relates to a polyisoprene, which is biosynthesized using the isoprene oligomer and isopentenyl diphosphate. Further, this invention provides a rubber composition comprising the isoprene oligomer and/or the polyisoprene, and a pneumatic tire, including tire components (e.g., treads and sidewalls) formed from the rubber composition. wherein n represents an integer from 1 to 10; m represents an integer from 1 to 30; and Y represents a hydroxy group, a formyl group, a carboxy group, an ester group, a carbonyl group, or a group represented by the following formula (2):
Total syntheses of parthenolide and its analogues with macrocyclic stereocontrol
Long, Jing,Zhang, Shan-Feng,Wang, Pan-Pan,Zhang, Xue-Mei,Yang, Zhong-Jin,Zhang, Quan,Chen, Yue
, p. 7098 - 7112 (2014/11/08)
The first total synthesis of parthenolide (1) is described. The key feature of this synthesis is the formation of a 10-membered carbocylic ring by a macrocyclic stereocontrolled Barbier reaction, followed by a photoinduced Z/E isomerization. The biological evaluation of a small library of parthenolide analogues (19, 33, and 34) disclosed a preliminary structure-activity relationship (SAR). The results revealed that the C1, C10 double bond configuration of parthenolide has little or no effect on the activity, and the C6 and C7 configurations of the lactone ring have a moderate impact on the activities against some cancer cell lines.
Biomimetic cyclization of epoxide precursors of indole mono-, sesquiand diterpene alkaloids by lewis acids
Isaka, Tetsuya,Hasegawa, Morifumi,Toshima, Hiroaki
experimental part, p. 2213 - 2222 (2012/02/14)
Cyclization of the synthesized epoxide precursors of indole mono-, sesqui- and diterpene alkaloids was performed to elucidate the mechanism for biomimetic cationic cyclization to polycyclic structures. 3-(6,7- Epoxygeranyl)indole (11), 3-(10,11-epoxyfarne
Mimicking polyolefin carbocyclization reactions: Gold-Catalyzed intramolecular phenoxycyclization of 1,5-enynes
Toullec, Patrick Yves,Blarre, Thomas,Michelet, Veronique
supporting information; scheme or table, p. 2888 - 2891 (2009/12/09)
PPh3AuNTf2 promotes highly efficient intramolecular phenoxycyclization reactions on 1,5-enynes under mild conditions. The original tricyclic and functionalized heterocycles were isolated In good to excellent yields. The 6-eneto cycli
Natural and unnatural terpenoid precursors of insect juvenile hormone
Sen, Stephanie E.,Ewing, Gregory J.
, p. 3529 - 3536 (2007/10/03)
The biosynthesis of insect juvenile hormone (JH) is due, in part, to the precise head-to-tail coupling of allylic and homoallylic diphosphate substrates, as catalyzed by one or more prenyltransferases. To better understand this enzyme's role in JH production, homodimethylallyl diphosphate and both the natural and unnatural homologs of geranyl diphosphate have been prepared as potential substrates for insect prenyltransferase. These latter materials were constructed in a convergent manner by olefination of the corresponding trisnoraldehydes obtained from either terminal oxidative cleavage of geraniol or higher-order cuprate conjugate addition to acrolein. To aid in characterizing the nature of the terpenoid skeletons formed from our in vitro studies, homologous derivatives of farnesol were also prepared by anion coupling of the geranyl derivatives to either C5 or C6 allylic bromides. The preparation of these materials and the results of incubations with larval corpora allata homogenates of the lepidopteran Manduca sexta are described.
