拉普丹相关二萜(LRD),萜类化合物的一个亚组,表现出结构多样性和显著的商业和药理潜力。LRD具有特征性的十氢萘-拉贝丹酸核心结构,该结构源于香叶基香叶基香叶基二磷酸酯(GGMP)的环异构化。Labdanes的名字来自被称为“Labdanum”的含油树脂,\"\"Ladano\"或\"Aladano,自古希腊时代以来一直使用。乙酰化拉丹,很少在植物中发现,与增强的生物活性有关。C.creticus亚种的化学分析。creticus发现labda-7,13(E)-dien-15-基乙酸酯和labda-7,13(E)-dien-15-ol是主要成分。此外,新型拉斐尔,如顺式比诺,neoabienol,ent-copalol,首次检测到一种尚未鉴定的拉普丹型二萜。这些化合物表现出发育调控,在幼叶中观察到更高的积累。使用RNA测序(RNA-seq)分析幼叶毛状体,有可能识别,克隆人,并最终在功能上表征labdane型二萜合酶(diTPS)基因,编码负责产生labda-7,13(E)-二烯-15-基二磷酸酯(endo-7,13-CPP)的蛋白质,labda-7,13(E)-二烯-15-基乙酸酯,和labda-13(E)-烯-8α-醇-15-基乙酸酯。此外,介绍了酵母中labda-7,13(E)-二烯-15-基乙酸酯和labda-13(E)-烯-8α-醇-15-基乙酸酯的重组。最后,LRD在不同植物组织中的积累与相应基因的表达谱相关。
Labdane-related diterpenoids (LRDs), a subgroup of terpenoids, exhibit structural diversity and significant commercial and pharmacological potential. LRDs share the characteristic decalin-labdanic core structure that derives from the cycloisomerization of geranylgeranyl diphosphate (GGPP). Labdanes derive their name from the oleoresin known as \'Labdanum\', \'Ladano\', or \'Aladano\', used since ancient Greek times. Acetylated labdanes, rarely identified in plants, are associated with enhanced biological activities. Chemical analysis of
Cistus creticus subsp. creticus revealed labda-7,13(E)-dien-15-yl acetate and labda-7,13(E)-dien-15-ol as major constituents. In addition, novel labdanes such as cis-abienol, neoabienol, ent-copalol, and one as yet unidentified labdane-type diterpenoid were detected for the first time. These compounds exhibit developmental regulation, with higher accumulation observed in young leaves. Using RNA-sequencing (RNA-seq) analysis of young leaf trichomes, it was possible to identify, clone, and eventually functionally characterize labdane-type diterpenoid synthase (diTPS) genes, encoding proteins responsible for the production of labda-7,13(E)-dien-15-yl diphosphate (endo-7,13-CPP), labda-7,13(E)-dien-15-yl acetate, and labda-13(E)-ene-8α-ol-15-yl acetate. Moreover, the reconstitution of labda-7,13(E)-dien-15-yl acetate and labda-13(E)-ene-8α-ol-15-yl acetate production in yeast is presented. Finally, the accumulation of LRDs in different plant tissues showed a correlation with the expression profiles of the corresponding genes.