# Enantiomeric diarylheptanoids from Ottelia acuminata var. acuminata and their α-glucosidase inhibitory activity

**Authors:** Jia-Ru Zhou, Xin-Yue Hu, Hong-Xing Liu, Yu Zhou, Fei-Fei Xiong, Jian-Jun Zhao, Xing-Ren Li, Gang Xu

PMC · DOI: 10.1007/s13659-025-00515-w · Natural Products and Bioprospecting · 2025-05-16

## TL;DR

Researchers discovered new enantiomeric diarylheptanoids from an aquatic plant and found one compound with significant α-glucosidase inhibitory activity.

## Contribution

The discovery of five enantiomeric diarylheptanoid pairs and a new glycoside from Ottelia acuminata var. acuminata.

## Key findings

- Five pairs of enantiomeric diarylheptanoids were isolated and structurally characterized.
- Compound 6 is the first diarylheptanoid glycoside identified from this species.
- Compound 1 showed strong α-glucosidase inhibition compared to acarbose.

## Abstract

Otteacumienes G–K (1–5), five pairs of enantiomeric diarylheptanoids, along with one undescribed diarylheptanoid glycoside and one new lignan, were isolated from Ottelia
acuminata var. acuminata. Compounds 1–5 were identified as five pairs of enantiomers and their structural configurations were determined through a combination of spectroscopic analysis, X-ray crystallography, and ECD calculation. Notably, compound 6 was the first diarylheptanoid glycoside isolated from this aquatic species, and its absolute configuration was unequivocally established through semi-synthesis. Biological evaluation demonstrated that compound 1 exhibited α-glucosidase inhibitory activity, with an inhibition ratio of 38.97% (acarbose as the positive control, inhibition ratio = 13.52%).

The online version contains supplementary material available at 10.1007/s13659-025-00515-w.

## Linked entities

- **Chemicals:** acarbose (PubChem CID 9811704)
- **Species:** Ottelia acuminata var. acuminata (taxon 2498159)

## Full-text entities

- **Genes:** PTPN1 (protein tyrosine phosphatase non-receptor type 1) [NCBI Gene 5770] {aka PTP1B}, INS (insulin) [NCBI Gene 3630] {aka IDDM, IDDM1, IDDM2, ILPR, IRDN, MODY10}, SLC5A2 (solute carrier family 5 member 2) [NCBI Gene 6524] {aka SGLT2}, GLP1R (glucagon like peptide 1 receptor) [NCBI Gene 2740] {aka GLP-1, GLP-1-R, GLP-1R}, GCG (glucagon) [NCBI Gene 2641] {aka GLP-1, GLP1, GLP2, GRPP}, SI (sucrase-isomaltase) [NCBI Gene 6476]
- **Diseases:** DM (MESH:D003920), acuminata (MESH:D003218), gestational diabetes (MESH:D016640), constipation (MESH:D003248), nausea (MESH:D009325), metabolic disorders (MESH:D008659), diarrhea (MESH:D003967), arteriosclerosis (MESH:D001161), T1D (MESH:D003922), insulin resistance (MESH:D007333), T2D (MESH:D003924), gastrointestinal adverse (MESH:D005767), bronchitis (MESH:D001991), hyperglycemia (MESH:D006943)
- **Chemicals:** heptane (MESH:D006536), C-1 (MESH:C400149), metformin (MESH:D008687), ethanol (MESH:D000431), acarbose (MESH:D020909), Silica (MESH:D012822), oil (MESH:D009821), C (MESH:D002244), suramin (MESH:D013498), methanol (MESH:D000432), biguanides (MESH:D001645), CH3CN (MESH:C032159), C-2 (MESH:C023714), C-4 (MESH:C058899), benzene (MESH:D001554), 8'S (MESH:C039415), H2SO4 (MESH:C033158), 13C (MESH:C000615229), Diarylheptanoids (MESH:D036381), H (MESH:D006859), lignan (MESH:D017705), PNPP (MESH:C068798), PNPG (MESH:C059200), sesquiterpenes (MESH:D012717), silica gel (MESH:D058428), Sephadex (MESH:C025614), flavonoids (MESH:D005419), (E)-alpha-(3,4-methylenedioxybenzylidene)-beta-(3,4,5-trimethoxybenzyl)-gamma-butyrolactone (-), Cu (MESH:D003300), oxygen (MESH:D010100), aglycone (MESH:C458179), Na (MESH:D012964), PE (MESH:C004544), H-7 (MESH:D019307), 4-nitrophenyl-alpha-D-glucopyranoside (MESH:C019502), Ca(OH)2 (MESH:D002126), H2O (MESH:D014867), Na2CO3 (MESH:C005686), coumarins (MESH:D003374), AC (MESH:D000096), tedarene B (MESH:C576626), carbohydrate (MESH:D002241)
- **Species:** Homo sapiens (human, species) [taxon 9606]

## Full text

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## Figures

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## References

1 references — full list in the complete paper: https://tomesphere.com/paper/PMC12084200/full.md

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Source: https://tomesphere.com/paper/PMC12084200