ent-Kaurane diterpenoids from the plant Wedelia trilobata

Four new ent-kaurane diterpenoids,namely,3α-tigloyloxypterokaurene L_(3)(1),ent-17-hydroxy-kaura-9(11),15-dien-19-oic acid(2),and wedelobatins A(3)and B(4),together with 11 known ent-kaurane diterpenoids(5-15),were isolated from the ethanol extract of Wedelia trilobata.All the structures of 1-15 were elucidated on the basis of spectroscopic studies.

Two New ent-Kaurane Diterpenoids from Isodon xerophilus

Two new ent-kaurane diterpenoids, xerophilusin E (1) and xerophilusin F (2), were isolated from the leaves of Isodon xerophilus. Their structures were determined as 3, 20: 7, 20-diepoxy-ent-kaur-16-en-15-one and 7 beta, 14 beta, 20 (R)-trihydroxy-11 beta-acetoxy-7,20-cyclo-ent-kaur-16-en-6, 15-dione, respectively, by spectral methods and X-ray crystallographic analysis.

Two new ent-kaurane diterpenoids from Isodon excisoides

Two new ent-kaurane diterpenoids taihangexcisoidesin A and B （1 and 2）, were isolated from the EtOAc extract of the leaves of lsodon excisoides. Their structures were determined on the basis of spectroscopic methods.

Two new 19-oxygenated ent-kaurane diterpenoids from Isodon pharicus

Two new 19-oxygenated ent-kaurane diterpenoids,pharicinins D and E(1 and 2),together with an artifact,pharicinin D acetal (3) were isolated from the leaves of Isodon pharicus.Their structures were determined by 1D and 2D NMR spectroscopic analysis. All of them were evaluated for their cytotoxicity.

Characterization of New Ent-kaurane Diterpenoids of Yunnan Arabica Coffee Beans

Five new ent-kaurane diterpenoids,named mascaroside Ⅲ–Ⅴ(1–3),and 20-nor-cofaryloside Ⅰ–Ⅱ(4–5),together with seven known diterpenoids,were isolated from methanol extracts of the green coffee beans of Yunnan Arabica Coffee.Their chemical structures were elucidated by extensive spectroscopic analyses.Meanwhile,cytotoxicity assay against HL-60,A-549,SMMC-7721,MCF-7 and SW480 cell lines showed that they have not evident inhibition of cytotoxicity.

Two new ent-kaurane diterpenoids from Isodon henryi

Two new ent-kaurane diterpenoids, minheryins H （1） and I （2）, were isolated from the leaves of Isodon henryi. Their structures were elucidated by means of spectroscopic analysis, including 2D NMR spectra.

Isorosthornins A-C,new ent-kaurane diterpenoids from Isodon rosthornii

Three new ent-kauranoids,isorosthornins A-C(1-3),and a new natural product,dihydroponicidin(4),together with five known ones were isolated from the aerial parts of Isodon rosthornii.The structures were determined by means of extensive spectroscopic analysis.All diterpenoids isolated were evaluated for their cytotoxicity against HL-60,SMMC-7721,A-549,MCF-7,and SW480 cell lines,and compounds 5 and 7 showed significant inhibitory effects on all cell lines.

Fimbrialtols K–M, highly functionalized ent-kaurane diterpenoids from traditional Chinese plant Flickingeria fimbriata(B1.) Hawkes

Three new ent-kaurane diterpenoids fimbrialtols K–M（3–5） with highly substituted functionalities were isolated from the extract of Flickingeria fimbriata（B1.） Hawkes. The structures of these new compounds were determined by NMR and HR-ESIMS. The relative configurations of these compounds were determined by analysis of NOESY correlations. The absolute configurations of these new compounds were established by CD methods together with considering the biosynthetic pathway. Compounds 3 and4 contain a cinnamic carboxyl group, whereas compound 5 possesses a benzoic carboxyl group representing the first report in more than known 600 ent-kaurane diterpenoids.

New ent-kaurane-type diterpenoids from Isodon nervosus

Two new ent-kaurane-type diterpenoids,6β,7β,13α-trihydroxy-1α-acetoxy-7α,20-epoxy-ent-kaur-16-en-15-one（1）and 15β- hydroxy-6,7-seco-6,11β：6,20-diepoxy-1α,7-olide-ent-kaur-16-ene（2）were isolated from the Isodon nervosus,and the structures were elucidated by spectroscopic analysis.

ent-Kaurane Diterpenoids from Isodon eriocalyx var. laxiflorat

Four new ent-kaurane diterpenoids, 6fl,13ct,15fl-trihydroxy-16-ene-3a,20-epoxy-ent-kaur- 1,7-dione （1）, 6-hydroxy-3a,20-epoxy-5（6）-ene-ent-kaur-l,7,15-trione （2）, 6-hydroxy-15fl-acetoxy-3a,20-epoxy-16]3,17-epoxy- 5（6）-ene-ent-kaur-l,7-dione （3）, 3ct,17-dihydroxy-15（16）-ene-ent-kaur-7-one （4）, along with four known com- pounds 5--8 were isolated from the leaves oflsodon eriocalyx var. laxiflora. The structures were elucidated by ex- tensive spectroscopic methods （IR, UV, MS and NMR）. The cytotoxic activities of these compounds were evaluated by MTT assay. Compound 8 showed moderate inhibitory effects on HL-60, SMMC-7721, MCF-7 and SW-480 cell lines.

Two new ent-kaurane diterpenoids from the aerial parts of Isodon excisoides

Two new ent-kaurane diterpenoids, ent-7α,14β-dihydroxykaur-16-en-15-one-20-oic acid （1） and 1,7α,12β,14β-tetrahydroxy-1,10-seco-ent-kaur-10,16-dien-15-one （2）, together with six known ones （3-8）, were isolated from the EtOAc extract of the aerial parts of lsodon excisoides. Their structures were elucidated on the basis of 1D NMR and 2D NMR analyses as well as HR-ESI-MS experiments.

Scopariusols L–T, nine new ent-kaurane diterpenoids isolated from Isodon scoparius

Nine new ent-kaurane diterpenoids, named scopariusols L–T(1–9), were isolated from the aerial parts of Isodon scoparius. Their structures were characterized mainly by analyzing the NMR and HR-ESI-MS data, and the absolute configuration of 1 was determined by single-crystal X-ray diffraction. Compound 1 was active against five human tumor cell lines(HL-60, SMMC-7721, A-549, MCF-7, and SW-480), and it also inhibited NO production in LPS-stimulated RAW264.7 cells, with an IC50 value of 0.6 μmol·L-1.

6,7-seco-ent-Kaurane diterpenoids from Isodon sculponeatus and their bioactivity

One new 6,7-seco-ent-kaurane diterpenoid, sculponin T （1）, was isolated from the aerial parts of lsodon sculponeatus, along with four known analogs, sculponeatin J （2）, sculponeatin K （3）, sculponeatin C （4）, and sculponeatin Q （5）. Their structures were elucidated by extensive spectroscopic analysis and by comparison with data reported in the literature. Significant cytotoxic activity was observed for compound 2 against five human tumor cell lines with IC50 values ranging from 1.8 μmol/L to 3.3 μmol/L, and it also inhibited NO production in LPS-stimulated RAW264.7 cells, with IC50 value of 3.3 μmol/L.

A new ent-kaurane diterpenoid from Isodon japonica

One new ent-kaurane diterpenoid,named maoyecrystal L was isolated from the EtOAc extract of the dried leaves of lsodon japonica.Its structure was established by various spectroscopic means and confirmed by X-ray crystallographic analysis.

Insight of Natural Compounds Halimane Diterpenoids against Mycobacterium tuberculosis: Virtual Screening, DFT, Drug-Likeness, and Molecular Dynamics Approach

In the purpose to design novel antituberculosis (anti-TB) drugs agents against Mycobacterium tuberculosis (Mtb), we have built a molecular library around 42 Halimane Diterpenoids isolated from natural sources. Two Mtb enzymes drug targets (Mtb Mycothiol S-transferase and Mtb Homoserine transacetylase) have been adopted. The pharmacological potential was investigated through molecular docking, molecular dynamics simulation, density functional theory (gas phase and water) and ADMET analysis. Our results indicate that (2R,5R,6S)-1,2,3,4,5,6,7,8-octahydro-5-((E)-5-hydroxy-3-methylpent-3-enyl)-1,1,5,6-tetramethylnaphtha-lene-2-ol (compound 20) has displays higher docking score with each of the selected drug targets. In addition, this molecule exhibits a satisfactory drug potential activity and a good chemical reactivity. Its improved kinetic stability in the Mtb Mycothiol S-transferase enzyme reflects its suitability as a novel inhibitor of Mtb growth. This molecule has displayed a good absorption potential. Our results also show that its passive passage of the intestinal permeability barrier is more effective than that of first-line treatments (ethambutol, isoniazid). In the same way, this anti-TB druglikeness has shown to be able to cross the blood brain barrier.

A New ent-Kaurane Diterpenoid from Isodon enanderianus

A new spirosecokaurenoid, enanderinanin F 1 and its C-6 epimer, angustifolin were isolated from the aerial parts of Isodon enanderianus. The structure of 1 was determined on the basis of spectral data, especially by 2D techniques. The C-13 NMR data of angustifolin were revised by 2D NMR.

A New 6,7-Seco-Ent-Kaurane Diterpenoid from Isodon eriocalyx Var. laxiflora

A new 6,7-seco-ent-kaurane diterpenoid, together with two known ones, was isolated from the leaves of Isodon eriocalyx var. laxiflora C. Y. Wu & H. W. Li. Their structures were established by spectroscopic methods.

Three New Diterpenoids from Isodon Eriocalyx

Three new diterpenoids, eriocalyxins C-E, were isolated from Isodon eriocalyx. Their structures were elucidated as 66-hydroxy- 15β-acetoxy-3α, 20-epoxy-16β, 17-epoxy-ent-kaur-1,7-dione, 1α, 7β-dihydroxy-6β, 15β-diacetoxy-7, 20-epoxy-ent-kaur-16-ene, and 15β-acetoxy-1, 6-dioxo-6, 7-seco-ent-kaur-2, 16-dien-7, 20-olide by means of spectroscopic methods, including two-dimensional NMR techniques.

Diterpenoids from the Roots of Agastache rugosa

Agastol (2), a new diterpene, was isolated from the roots of Agastache rugosa together with its isomer, named isoagastol (3) Their structures were established on the basis of spectral methods The structures of agastol (2) and isoagastol (3) was elucidated as 11,14 dihydroxy 12 methoxy 19(4→3) abeo abieta 4(18),8,11,13 tetraen 7 one and 11,14 dihydroxy 12 methoxy 19(4→3) abeo abieta 3,8,11,13 tetraen 7 one Isoagastol was isolated for the first time from natural sources