New Tyramine- and Aporphine-Type Alkamides with NO Release Inhibitory Activities from Piper puberulum

Abstract

Three new tyramine-type alkamides (1–3), three new natural products (4–6), five new N-acylated/formylated aporphine alkamides with different ratios of rotational isomers (7–11), and 20 known alkamides (12–31) were isolated from an EtOH extract of the stems and leaves of Piper puberulum. The absolute configurations of compounds 7, 8, and 10 were determined by single-crystal X-ray diffraction analysis. In the biological activity assay, compounds 3, 5, and 10–23 displayed inhibitory effects against lipopolysaccharide-induced NO release in BV-2 microglial cells, exhibiting IC50 values of 0.93–45 μM.

Protective effects of Liensinine, Isoliensinine, and Neferine on PC12 cells injured by amyloid‐β

“…Furthermore, it activates the mitochondrial-mediated apoptotic pathway, which is an essential process of AD (N. . Evidence suggests that Liensinine, Isoliensinine, and Neferine have free radical scavenging effects and can reduce the level of intracellular ROS in LPS-activated microglia (Zheng et al, 2021).…”

“…Furthermore, it activates the mitochondrial‐mediated apoptotic pathway, which is an essential process of AD (N. Chen et al, 2020). Evidence suggests that Liensinine, Isoliensinine, and Neferine have free radical scavenging effects and can reduce the level of intracellular ROS in LPS‐activated microglia (Zheng et al, 2021). Neferine decreased ROS generation in HepG2 and PC12 cells injured by tert‐butyl hydroperoxide (Wu et al, 2019; Xie et al, 2013).…”

“…Seed embryos of lotus contain biologically active ingredients, including Liensinine, Isoliensinine, and Neferine (Figure 1) (Hu et al, 2015). These three alkaloids are bisbenzylisoquinoline alkaloids with one ether bond which have been reported to have a variety of pharmacological effects, such as antioxidation (Xie et al, 2013), antitumor (Tian et al, 2013), anti‐inflammation (Meng et al, 2017; Zheng et al, 2021), anti‐arrhythmia (Grienke et al, 2015), and neuroprotective effect (Cometa et al, 2012).…”

Deciphering anti-infectious compounds from Peruvian medicinalCordoncillosextract library through multiplexed assays and chemical profiling

“…The use of this Piper species as a medicinal plant with various indications can partly be validated by the fact that it is an inhibitor of 5-lipoxygenase (76.02 μM) (Muthuraman et al, 2019), a key enzyme involved in the biosynthesis of pro-inflammatory leukotrienes, provided its concentration is sufficient in the traditional preparations. Aduncamide was shown to present a moderate antineuroinflammatory activity (IC 50 at 26 ± 8.3 μM) by the Griess method on LPS-stimulated BV-2 cells (Zheng et al, 2021), to be cytotoxic for KB nasopharyngeal carcinoma cells (ED 50 = 5.7 μg/mL) and to inhibit growth Gram-positive B. subtilis and M. luteus , while being less active towards Gram-negative E. coli (Orjala et al, 1993). In our work, the compound annotated as aduncamide was identified in extracts of P. glabribaccum , P. calvescentinerve and P. cordatomentosa , whose extracts are among the most active on Leishmania .…”

Neolignans and Sesquiterpenoid from Piper yunnanense

“…Some piper species have been used as traditional medicines all over the world [2,3] . Plenty of phytochemical studies on many Piper species have been carried out, which led to the reports of a large number of structurally diverse natural products such as amides, [3–10] lignans and neolignans, [8,11–17] benzoic acid derivatives, [15,18,19] flavonoids, [20,21] phenylpropanoids, [8,22–24] and essential oils, [25,26] with a wide range of bioactivities including antimicrobial, [8,23,25,26] antiherbivore, [22] anti‐inflammatory, [10,16,20] cytotoxic, [4,13,14,21,24] neurotrophic, [7] trypanocidal, [11,21] and vascular relaxation [13] activities.…”