Two New <i>Securinega</i> Alkaloids from <i>Securinega suffruticosa</i>

Qin, Song; Liang, Jing‐Yu; Guo, Yue‐Wei

doi:10.1002/hlca.200800263

Cited by 11 publications

(4 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In addition, the inhibitory activity against hPTP1B (human protein tyrosine phosphatase 1B) of compounds 286 – 287 and the vasodilatory activity of compounds 339 – 342 have been documented. However, in both cases, these compounds were found to be inactive. , On the other hand, compound 352 was evaluated as a possible inhibitor of somatostatin and vasoactive intestinal peptide, and the results were very promising with IC 50 = 12 μM . Furthermore, a compound of the same QA type, i.e., 353 , was a potent inhibitor of the inositol 1,4,5-trisphosphate receptor and endoplasmic reticulum Ca 2+ pumps with an inhibition of 78% .…”

Section: Compendium Of Biological Activities Reported For Quinolizidi...mentioning

confidence: 99%

Quinolizidine-Type Alkaloids: Chemodiversity, Occurrence, and Bioactivity

2023

View full text Add to dashboard Cite

Quinolizidine alkaloids (QAs) are nitrogen-containing compounds produced naturally as specialized metabolites distributed in plants and animals (e.g., frogs, sponges). The present review compiles the available information on the chemical diversity and biological activity of QAs reported during the last three decades. So far, 397 QAs have been isolated, gathering 20 different representative classes, including the most common such as matrine (13.6%), lupanine (9.8%), anagyrine (4.0%), sparteine (5.3%), cytisine (6.5%), tetrahydrocytisine (4.3%), lupinine (12.1%), macrocyclic bisquinolizidine (9.3%), biphenylquinolizidine lactone (7.1%), dimeric (7.1%), and other less known QAs (20.9%), which include several structural patterns of QAs. A detailed survey of the reported information about the bioactivities of these compounds indicated their potential as cytotoxic, antiviral, antimicrobial, insecticidal, anti-inflammatory, antimalarial, and antiacetylcholinesterase compounds, involving favorable putative drug-likeness scores. In this regard, research progress on the structural and biological/pharmacological diversity of QAs requires further studies oriented on expanding the chemical space to find bioactive scaffolds based on QAs for pharmacological and agrochemical applications.

show abstract

Section: Compendium Of Biological Activities Reported For Quinolizidi...mentioning

confidence: 99%

Quinolizidine-Type Alkaloids: Chemodiversity, Occurrence, and Bioactivity

2023

View full text Add to dashboard Cite

show abstract

“…The full characterisation of such diverse yet structurally related chiral alkaloids has demanded intense research efforts in both chemical analysis and synthesis. However, doubts still persist about the absolute configuration of some members of this alkaloid family, such as virosine B ( 8 ) and episecurinol A ( 10 ) . Both of these neosecurinanes are structurally very similar to the neonorsecurinanes niruroidine ( 7 ) and epibubbialine ( 9 ), which have only one carbon less in their A‐ring, but somewhat surprisingly exhibit inverse optical rotations (see Figure ) …”

Section: Introductionmentioning

confidence: 99%

Bio‐inspired Total Synthesis of Twelve Securinega Alkaloids: Structural Reassignments of (+)‐Virosine B and (−)‐Episecurinol A

Antien

Lacambra

Cossío

et al. 2019

Chemistry A European J

View full text Add to dashboard Cite

The so‐called Securinega alkaloids constitute a class of tetracyclic biologically active specialised metabolites isolated principally from subtropical plants belonging to the Phyllanthaceae family. Following a strategy based on alternative hypotheses for their biosynthesis, an easy and time‐efficient divergent synthesis enabled access to twelve of those alkaloids featuring (neo)(nor)securinane skeletons. Moreover, this work permitted to reassign the absolute configurations of (+)‐virosine B and (−)‐episecurinol A.

show abstract

“…Research on F . suffruticosa has primarily focused on the chemical and medicinal components because it is rich in securinega-type alkaloids ( Ohsaki et al, 2003 ; Yuan et al, 2005 ; Qin, Liang & Guo, 2009 ; Raj, Kokotkiewicz & Luczkiewicz, 2015 ). However, to our knowledge, there have been no reports on salt tolerance in these species.…”

Section: Introductionmentioning

confidence: 99%

Effects of salt stress on seed germination and respiratory metabolism in different Flueggea suffruticosa genotypes

Wang

et al. 2023

PeerJ

View full text Add to dashboard Cite

The selection and utilization of ornamental plants that are highly tolerant to salt are helpful for landscape construction and the ecological protection of coastal and arid areas. To evaluate salt tolerance, one of the most used methods is the observation of seed germination under salt stress. Therefore, this work aimed to evaluate the influence of different concentrations of NaCl in water absorption, germination, and respiratory metabolism in seeds of different Flueggea suffruticosa genotypes. P2 and P27, salt-sensitive and salt-tolerant line s of F. suffruticosa, were chosen for treatment with 0, 40, 80, 120, 160, 200, and 240 mM NaCl. F. suffruticosa under salt stress exhibited inhibition of seed germination. The seeds of F. suffruticosa have different times for the physiological phases of water absorption with different NaCl concentrations. Salt stress retarded the seed water absorption process, and it depended on seed genotypes for F. suffruticosa. Soluble sugars accumulated in both P2 and P27 under salt stress. Meanwhile, the activities of hexokinase, 6-phosphofructokinase, pyruvate kinase, pyruvate dehydrogenase, citrate synthase, and glucose-6-phosphate dehydrogenase were overall increased in P27 after salt treatment, which caused increases in pyruvic acid and citric acid. The citrate synthase and glucose-6-phosphate dehydrogenase activities decreased in P2. These results suggest that the respiratory metabolism of salt-tolerant F. suffruticosa was enhanced, compared with the salt-sensitive line, to ameliorate the repression of seed germination under salt stress. The different changes in respiratory metabolism could influence the degree of salt tolerance.

show abstract

Two New Securinega Alkaloids from Securinega suffruticosa

Cited by 11 publications

References 20 publications

Quinolizidine-Type Alkaloids: Chemodiversity, Occurrence, and Bioactivity

Quinolizidine-Type Alkaloids: Chemodiversity, Occurrence, and Bioactivity

Bio‐inspired Total Synthesis of Twelve Securinega Alkaloids: Structural Reassignments of (+)‐Virosine B and (−)‐Episecurinol A

Effects of salt stress on seed germination and respiratory metabolism in different Flueggea suffruticosa genotypes

Contact Info

Product

Resources

About