Structure Elucidation and Absolute Configuration of Megastigmane Derivatives from Cissus quadrangularis Linn
Bibliographic record
Abstract
Cissus a genus of approximately 350 species of a woody climber (Family: Vitaceae) includes Cissus quadrangularis Linn (Veldt grape, winged treebine) which is often used as a medicinal plant. Commonly known as “bone setter”, the plant can be found in the warmer regions of India, Ceylon, East Africa, Malaysia and Thailand [1]. C.’quadrangularis is used as a common food supplement in southern India, while the stem is traditionally used for the treatment of gastritis, bone fractures, skin infections, constipation, eye diseases, piles, anemia, asthma, irregular menstruation, burns and wounds [2,3]. The fresh stem and leaves of C. quadrangularis is used for the treatment of hemorrhoids, menstrual disorders, scurvy and flatulence [4–8]. Phytochemical analysis of C. quadrangularis resulted in the identification of several classes of compounds e.g., flavonoids, triterpenoids and stilbene derivatives. As part of our continuing program to identity chemical and/or biomarkers of dietary supplements, we isolated four new megastigmane derivatives (1–4) , and thirteen known compounds (5–17), trans-3-Oxo-ionol (5), corchoinoside C (6), resveratrol ( 7 ), pallidol ( 8 ), quadrangularin A ( 9 ), quadrangularin B ( 10 ), quadrangularin C ( 11 ), parthenocissin A ( 12 ), quercetin 3-O- α -L-rhaminoside ( 13 ), quercetin 3-O- β -D-glucopyranoside ( 14 ), isoengelitin ( 15 ), (+)-isolariciresinol 3-O- β -D-glucopyranoside ( 16 ) and avaculin ( 17 ) from Cissus quadrangularis Linn. Acknowledgements: The work was supported by the United States Department of Agriculture, Agricultural Research Service Specific Cooperative Agreement Number 58-6408-06-067. Thanks to Mr. Frank Wiggers for NMR work, Dr. Barathi Avula for HRESIMS and Dr. Vaishali C Joshi for plant identification at the National Center for Natural Products Research. References: [1] Pongboonrod S, (1995), Printing Thailand, 428–9. [2] Asolkar LV, et al. (1992), CSIR Publication, New Delhi 61. [3] Kritikar KR, Basu BD, (2000), Allahabad India, 841–843. [4] Udupa KN, Prasad G, (1964), Indian J Med Res. 52: 480–487 [5] Udupa KN, Prasad GC, (1964), Indian J Med Res. 52: 26–35 [6] Udupa KN, Prasad G, (1963) Indian J Med Res. 51: 667–676. [7] Singh LM, Udupa KN, (1962) Indian J Med Sci. 16: 926–931 [8] Udupa KN, et al. (1961) Indian J Med Sci. 15: 551–557
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.005 | 0.001 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.
How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".