Novel Diterpenoids from the Twigs of Podocarpus nagi

Zheng, Yuandong; Guan, Xing-Chen; Li, Dan; Wang, Anqi; Ke, Chang‐Qiang; Tang, Chun; Lin, Ligen; Yang, Ye; Wang, Zhengliang; Yao, Sheng

doi:10.3390/molecules21101282

Cited by 18 publications

(6 citation statements)

References 16 publications

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“…1), have been isolated as well as a variety of structural analogues, from various Podocarpus species, such as P. nivalis, P. gracilior, P. elongatus, P. hallii, P. neriifolius, P. fasciculus, P. nakaii and P. falcatus, using either the seeds, roots, twigs, barks or leaves of the plants [4][5][6][7][8][9][10]. Novel Podocarpus terpenoids are regularly reported and studies with P. nagi itself continue to reveal the presence of different diterpenoids, like nagiol A and dihydroxylambertic acid, identified in recent years [11,12]. Various epoxy-nagilactones and mono-and di-glycoside derivatives have also been found [13][14][15].…”

Section: Introductionmentioning

confidence: 99%

Anticancer Activities and Mechanism of Action of Nagilactones, a Group of Terpenoid Lactones Isolated from Podocarpus Species

Bailly

2020

Nat. Prod. Bioprospect.

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Nagilactones are tetracyclic natural products isolated from various Podocarpus species. These lactone-based compounds display a range of pharmacological effects, including antifungal, anti-atherosclerosis, anti-inflammatory and anticancer activities reviewed here. The most active derivatives, such as nagilactones C, E and F, exhibit potent anticancer activities against different cancer cell lines and tumor models. A comprehensive analysis of their mechanism of action indicates that their anticancer activity mainly derives from three complementary action: (i) a drug-induced inhibition of cell proliferation coupled with a cell cycle perturbation and induction of apoptosis, (ii) a blockade of the epithelial to mesenchymal cell transition contributing to an inhibition of cancer cell migration and invasion and (iii) a capacity to modulate the PD-L1 immune checkpoint. Different molecular effectors have been implicated in the antitumor activity, chiefly the AP-1 pathway blocked upon activation of the JNK/c-Jun axis. Nag-C is a potent inhibitor of protein synthesis binding to eukaryotic ribosomes and inhibition of different protein kinases, such as RIOK2 and JAK2, has been postulated with Nag-E. The literature survey on nagilactones highlights the therapeutic potential of these little-known terpenoids. The mechanistic analysis also provides useful information for structurally related compounds (podolactones, oidiolactones, inumakilactones) isolated from Podocarpus plants.

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Section: Introductionmentioning

confidence: 99%

Anticancer Activities and Mechanism of Action of Nagilactones, a Group of Terpenoid Lactones Isolated from Podocarpus Species

Bailly

2020

Nat. Prod. Bioprospect.

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“…Pimarane diterpenoids are a complex group of plant-derived chemicals that have anti-inflammation [ 7 , 8 ], anti-tumor [ 9 – 11 ], antimicrobial [ 12 ], vasorelaxant activity [ 13 ] and antifungal, antiviral, antispasmodic, and relaxant effects [ 14 , 15 ]. Some of this type diterpenes exhibited dose-dependent inhibition of nitric oxide (NO) production [ 11 , 16 ] and have been discovered as novel COX-2 inhibitors for the development of anti-inflammatory agents [ 17 ]. As a result of their efficacy in these settings, the search for new and biologically active pimarane diterpenoids has been on-going.…”

Section: Introductionmentioning

confidence: 99%

Scrodentoids H and I, a Pair of Natural Epimerides from Scrophularia dentata, Inhibit Inflammation through JNK‐STAT3 Axis in THP‐1 Cells

Mao

Sun

et al. 2020

Evidence-Based Complementary and Alternative Medicine

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Background. Scrophularia dentata is an important medicinal plant and used for the treatment of exanthema and fever in Traditional Tibetan Medicine. Scrodentoids H and I (SHI), a pair of epimerides of C19-norditerpenoids isolated from Scrophularia dentata, could transfer to each other in room temperature and were firstly reported in our previous work. Here, we first reported the anti-inflammatory effects of SHI on LPS-induced inflammation. Purpose. To evaluate the anti-inflammatory property of SHI, we investigated the effects of SHI on LPS-activated THP-1 cells. Methods. THP-1 human macrophages were pretreated with SHI and stimulated with LPS. Proinflammatory cytokines IL-1β and IL-6 were measured by RT-PCR and enzyme-linked immunosorbent assays (ELISA). The mechanism of action involving phosphorylation of ERK, JNK, P38, and STAT3 was measured by western Blot. The NF-κB promoter activity was evaluated by Dual-Luciferase Reporter Assay System in TNF-α stimulated 293T cells. Results. SHI dose-dependently reduced the production of proinflammatory cytokines IL-1β and IL-6. The ability of SHI to reduce production of cytokines is associated with phosphorylation depress of JNK and STAT3 rather than p38, ERK, and NF-κB promoter. Conclusions. Our experimental results indicated that anti-inflammatory effects of SHI exhibit attenuation of LPS-induced inflammation and inhibit activation through JNK/STAT3 pathway in macrophages. These results suggest that SHI might have a potential in treating inflammatory disease.

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“…This plant contains different kinds of biological components (such as volatile oil, flavonoids, steroids, sugar and glycosides, lactones, etc.) and it exhibits a wide spectrum of biological activities: such as hemostasis, bone setting, anti-bacterial, anti-tumor, antiviral, antioxidant and detumescence activities [1][2][3][4] . The peel and fruit of P. nagi are rich in volatile components and oil, and especially the kernel ofP.…”

Section: Introductionmentioning

confidence: 99%

Preparation, chemical constituents of Podocarpus Nagi kernel oil and its in vitro antioxidant and anticancer activities

Yong¹,

Chen²,

Tian³

et al. 2020

Preprint

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The Podocarpus Nagi kernel oil was prepared and its chemical constituents were confirmed accordingly in this work. The constituents and the contents of the obtained oil were identified as: total flavonoids (4.2%, calculated according to the rutin), (9Z,12Z)-9,12-octadecadienoic acid(38.2%), arachidic acid(0.11%), cis-11-eicosenoic acid(1.40%), cis-11,14-eicosadienoic acid(8.04%), -3(0.2%), -6(48.0%), -9(21.0%), vitamin E(2.11mg/100g). The microelements in this oil was also tested using ICP-MS and the results exhibited that this oil contains numbers of microelements beneficial for human health: such as V(0.006µg/g), Cr(0.024µg/g), Mn(40.109µg/g), Fe(2.292µg/g), Co(0.007µg/g), Zn(4.316µg/g), As(0.009µg/g), Se(0.240µg/g), Sr(0.453µg/g).Then, the oil was evaluated for its in vitro antioxidant effect against DPPH[?], which exhibited noteworthy scavenging ability against DPPH [?]. In addition, the oil was also evaluated for its preliminary in vitro anticancer activity against four cancer cell lines: the results showed that it exhibited the highest inhibition against gastric cancer, breast cancer (MCF-7), lung cancer(A549) and Hela cell lines with the highest inhibitions of 64.30%±2.80, 52.87%±2.57, 93.21%±2.24 and 88.33%±2.08 at the concentrations of 25mg/mL, 25mg/mL, 50mg/mL and 50mg/mL, and with the IC50s of 48.47mg/mL, 763.14mg/mL, 11.47mg/mL and 23.77mg/mL respectively. These findings demonstrated that this oil can be regarded as the functional edible oil by comparing the contents of edible oils used in the field of food.

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Novel Diterpenoids from the Twigs of Podocarpus nagi

Cited by 18 publications

References 16 publications

Anticancer Activities and Mechanism of Action of Nagilactones, a Group of Terpenoid Lactones Isolated from Podocarpus Species

Anticancer Activities and Mechanism of Action of Nagilactones, a Group of Terpenoid Lactones Isolated from Podocarpus Species

Scrodentoids H and I, a Pair of Natural Epimerides from Scrophularia dentata, Inhibit Inflammation through JNK‐STAT3 Axis in THP‐1 Cells

Preparation, chemical constituents of Podocarpus Nagi kernel oil and its in vitro antioxidant and anticancer activities

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